Trifluoroacetic acid → 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-bromopyridine-2-carbonitrile TFA salt
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@@H:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]2[NH:17]C(=O)OC(C)(C)C)[CH:5]=[N:6][C:7]=1[C:8]#[N:9].[C:25]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:26]>ClCCl>[OH:31][C:25]([C:27]([F:30])([F:29])[F:28])=[O:26].[NH2:17][C@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][C@H:11]1[NH:10][C:4]1[CH:3]=[C:2]([Br:1])[C:7]([C:8]#[N:9])=[N:6][CH:5]=1Participants
4
Procedure
tert-Butyl {(1S,2R)-2-[(5-bromo-6-cyanopyridin-3-yl)amino]cyclohexyl}carbamate (PrepEx 1.1) (100 mg, 0.253 mmol) was suspended in dichloromethane (1 mL). TFA (0.390 mL, 5.06 mmol) was added, and the reaction mixture was maintained at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure to afford 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-bromopyridine-2-carbonitrile TFA salt. The material was used without further purification in the subsequent transformation. MS ESI calc'd. for C12H16BrN4 [M+H]+ 295 and 297. found 295 and 297.