Category: 100510-65-4

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 100510-65-4 as follows. Safety of 6-Amino-3,3-dimethylindolin-2-one

570 mg (2.20 mmol) of ethyl 3-ethoxy-2-[(ethoxycarbonyl)carbamoyl]acrylate and 388 mg (2.20 mmol) of 6-amino-3,3-dimethyl-1,3-dihydro-2H-indol-2-one [for preparation see: US 2006/258689, page 35] were initially charged in 14 ml of ethanol and heated to reflux for 2 h. Subsequently, at RT, 247 mg (2.20 mmol) of potassium tert-butoxide were added and the mixture was stirred at RT for 1 h and at 60 C. for 1 h. For workup, the reaction mixture was admixed with water, acidified with 1N hydrochloric acid and extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulphate, filtered and concentrated. The residue was subjected to extractive stirring in MTBE/ ethyl acetate, and the solid formed was filtered off, washed with ethyl acetate and then dried at 50 C. under reduced pressure. This gave 630 mg (79% of theory) of the title compound. LC-MS (Method 1): Rt=0.65 min; MS (ESIpos): m/z=344 (M+H)+. 1H NMR (400 MHz, DMSO-d6): delta [ppm]=1.22 (t, 3H), 1.28 (s, 6H), 4.16 (q, 2H), 6.96-7.01 (m, 1H), 7.04-7.09 (m, 1H), 7.42 (d, 1H), 8.27 (s, 1H), 10.58 (s, 1H), 11.65 (s, 1H).

According to the analysis of related databases, 100510-65-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; Fuerstner, Chantal; Ackerstaff, Jens; Straub, Alexander; Meier, Heinrich; Tinel, Hanna; Zimmermann, Katja; Tersteegen, Adrian; Zubov, Dmitry; Kast, Raimund; Schamberger, Jens; Schaefer, Martina; Boerngen, Kirsten; US2015/148340; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 100510-65-4, name: 6-Amino-3,3-dimethylindolin-2-one

Example No.11: 6-(4-(Cyclopropylamino)furo[3,2-i/|pyrimidin-2-ylamino)-3,3- dimethylindolin-2-oneTo a flask was added 2-chloro-A^-cyclopropylfuro[3,2-i/]pyrimidin-4-amine (0.45 g, 2.14 mmol, Example No.3, Step C), 6-amino-3,3-dimethylindolin-2-one (0.378 g, 2.14 mmol, Astatech), K2C03 (0.89 g, 6.44 mmol) and i-AmOH (5 mL). To the mixture was added Pd2dba3 (0.1 18 g, 0.129 mmol) and X-Phos (0.123 g, 0.258 mmol). The mixture was heated to about 100 C and stirred for about 15 h. The mixture was filtered and the filtrate was directly purified by column chromatography eluting with 0 to 70% of 10% MeOH/DCM (containing 2M 1.5% NH3 in EtOH) and DCM (25 g silica gel)). The material was then dried in a vacuum oven at about 65 C for about 48 h. The solid was then suspended in Et20 (5 mL), sonicated for 2 min and filtered. The solid was dried in a vacuum oven at about 80 C for about 16 h to give 6-(4- (cyclopropylamino)furo[3,2-ii|pyrimidin-2-ylamino)-3,3-dimethylindolin-2-one (0.195 g, 26%o): LC/MS (Table 2, Method c) R, = 1.81 min.; MS m/z: 350 (M+H)+. Syk IC50 = A

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 6-Amino-3,3-dimethylindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; CALDERWOOD, David, J.; WILSON, Noel, S.; COX, Philip; HOEMANN, Michael, Z.; CLAPHAM, Bruce; MULLEN, Kelly, D.; VASUDEVAN, Anil; VILLAMIL, Clara I; LI, Bin; SOMAL, Gagandeep; WO2012/48222; (2012); A1;,
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Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Amino-3,3-dimethylindolin-2-one

(f) 6-Acetamido-3,3-dimethylindolin-2-one 20.4 g. (0.2 mol) Acetic anhydride are added dropwise, with cooling, to a suspension of 32 g. (0.18 mol) 6-amino-3,3-dimethyl-indolin-2-one in 500 ml. ethyl acetate and then stirred for about 1 hour at ambient temperature. The resultant product is filtered off with suction, well washed with ethyl acetate and dried. Yield: 37.8 g. (96% of theory); m.p. 275-277 C. The following compound is obtained in a manner analogous to that described in (f):

The synthetic route of 100510-65-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 100510-65-4, These common heterocyclic compound, 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a’ -solution of 110 mg di-imidazol-1-yl-methanone and 6mg imidazole- in 2. ml tetrahydrofuran a solution of- 100 mg .6-amino-3,3-dimethyl-l, 3-dih’ydro-indol-2-one in. 1. mltetrahydrofuran was slowly added at 0C. After stirringat 0C’. for ‘3’0 minutes and 1 hour at room temperature 103mg . ” . 2-methyl-2-[(quinolin-4-ylmethyl)-amino]-propionicacid methyl ester were added and the reaction mixture was ,allowed to warm up to room temperature.. After 16 hours.stirring at .room ‘temperature the solution was heated for1 -hour -“at 70C.: After cooling to room temperature thesolvent of the mixture was removed .under reduced pressureand the residue was purified by preparative HPLC (C18reverse phase’?? column, ‘ elution ? with a water/ acetonitrile gradient with CL .%’? “trifluoroacetic acid). Lyop.hiliza.tion of the’-solution’yielded -a. white -solid, that was purified, .in addition.’by. flash chromatography on silica gel with a ‘d’ichloro-methane/methanol’ . gradient. The . fractions containing ‘the product? were’ combined and evaporated to yield ? – a . . white . solid.?Yield: 7.5 mg ‘ ?,?…M+H+ measured = ‘429 ‘1H-NMR (500 MHz’, ? DMSO/TMS).: d .= 10.50 (s, 1H) ; 8.87 (d,?1H); 8.25 (d, 1H) ; 8.09-(d, 1H) ; 7.82 (t, 1H) ; 7.70 (t,1H); 7.63 (d, 1H) ; 7.42 (d, IE).; 7.07 (d, 1H) ; 7.01 (s,1H); 5.14 (s, 2H); 1.43 (s, 6H); 1.29 (s, 6H)

The synthetic route of 100510-65-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMA S.A.; WO2006/10642; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 100510-65-4, These common heterocyclic compound, 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE H Hexyl N-[2,3-dihydro-3,3-dimethyl-2-oxo-(1H)-indol-6-yl]-carbamate 5.27 g. (0.032 mole) Hexyl chloroformate are added dropwise, while cooling with ice and within the course of 15 minutes, to a suspension of 5.28 g. (0.03 mole) 6-amino-2,3-dihydro-3,3-dimethyl-(1H)-indolin-2-one and 4.6 ml. triethylamine in 50 ml. anhydrous dichloromethane. The solution is then stirred for 3 hours at ambient temperature, the solvent is removed in a vacuum and the residue is purified by flash column chromatography with heptane/butan-2-one (2:1 v/v) as elution agent. Yield 5.2 g. (60% of theory); m.p. 180-183 C. after recrystallisation from ethyl acetate.

Statistics shows that 6-Amino-3,3-dimethylindolin-2-one is playing an increasingly important role. we look forward to future research findings about 100510-65-4.

Reference:
Patent; Boehringer Mannheim GmbH; US4985448; (1991); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 100510-65-4, A common heterocyclic compound, 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, molecular formula is C10H12N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

b) N-(3,3-Dimethyl-2-oxo-2,3-dihydro-lH-indol-6-yl)-2-methyl-isonicotinamide To a suspension of 2-methylisonicotinic acid (175 mg, 1.28 mmol) in dry toluene (12.8 ml) was added SOCl2 (167 mg, 103 mu, 1.4 mmol) and dry DMF (9.33 mg, 9.89 mu, 128 muetaiotaomicron) under an argon atmosphere. The mixture was heated under reflux for 2 hours and the solvent was evaporated under reduced pressure. The residue was suspended in dry dichloromethane (3.51 ml) and a suspension of 6-amino-3,3-dimethylindolin-2-one (0.15 g, 851 muiotaetaomicron) and DIPEA (330 mg, 446 mu, 2.55 mmol) in dry dichloromethane (5ml) was added portionwise. The suspension was stirred under an argon atmosphere at room temperature for 16 hours, then diluted with dichloromethane, water and 1 M aqueous sodium carbonate solution. The aqueous phase was extracted with dichloromethane. The combined organic layers were washed with 1 M aqueous sodium carbonate solution, dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using dichloromethane/ methanol as eluent. The title compound was obtained as brown solid (99 mg). MS ESI (m z): 296.3 [(M+H)+]. 1H NMR (DMSO-D6, 400 MHz): (ppm) = 10.38 (s, 2H), 8.64-8.62 (m, 1H), 7.71 (m, 1H), 7.64-7.62 (m, 1H), 7.49 (m, 1H), 7.31-7.23 (m, 2H), 2.57 (s, 3H), 1.24 (s, 6H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; MALBERG, Jessica; SHANKAR, Bavani G.; KOLCZEWSKI, Sabine; LIMBERG, Anja; PRINSSEN, Eric; RIEMER, Claus; STOLL, Theodor; WO2014/40969; (2014); A1;,
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Indoline | C8H9N – PubChem

Application of 100510-65-4, The chemical industry reduces the impact on the environment during synthesis 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one, I believe this compound will play a more active role in future production and life.

EXAMPLE G N-Propyl-N’-[2,3-dihydro-3,3-dimethyl-2-oxo-(1H)-indol-6-yl]-urea 3.52 g. (0.02 mole) 6-amino-2,3-dihydro-3,3-dimethyl-(1H)-indolin-2-one are suspended in 40 ml. anhydrous dioxan and mixed at ambient temperature within the course of 10 minutes with a solution of 1.7 g. (0.02 mole) n-propyl isocyanate in 10 ml. dioxan, whereupon a clear solution is formed. Shortly thereafter, the product begins to separate out as a crystalline mass. After 1 hour, the suspension is mixed with ligroin and the precipitate is filtered off with suction, washed with ligroin and diethyl ether and recrystallized from ethanol. Yield 3.91 g. (75% of theory); m.p. 223-225 C.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 6-Amino-3,3-dimethylindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Mannheim GmbH; US4985448; (1991); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem