S(S([O-])=O)([O-])=O.[Na+].[Na+].N.[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][C:12]=1/[N:20]=[C:21](\[C:31]#[N:32])/[C:22]1[S:30][C:25]2=[N:26][CH:27]=[CH:28][N:29]=[C:24]2[CH:23]=1>O.O1CCOCC1>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([CH3:10])=[C:12]([NH:20][CH:21]([C:22]2[S:30][C:25]3=[N:26][CH:27]=[CH:28][N:29]=[C:24]3[CH:23]=2)[C:31]#[N:32])[CH:13]=1To a solution of sodium hydrosulfite (434 mg, 2.493 mmol) in water (3 mL) was added ammonia (0.561 mL, 3.64 mmol) and then compound 77 (62 mg, 0.192 mmol) in dioxane (3 mL). The reaction was stirred at rt. for 4 h. Quenched with water and extracted with EtOAc. Organic layer was washed with brine, dried and evaporated to give compound 2-(5-amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile 78 (48 mg, 85%) which was used without further purification. (m/z)=296 (M+H)+.
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