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Step 1 5,6-difluoro-3-methyl-1,3-dihydro-indol-2-one 1.5 g (9.0 mmol) 5,6-difluoro-1,3-dihydro-indol-2-one were stirred with 1.0 g Raney nickel in 50 mL methanol 3 h at 200 C. in an autoclave. The catalyst was filtered off and the filtrate was concentrated to dryness by rotary evaporation. Yield: 1.6 g (99% of theory) ESI-MS: m/z=184 (M+H)+
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Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/195954; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem