Trifluoroacetic acid → 3-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)-N-methylalaninamide

HRID 1504862Notes

Reaction equation

HRID 1504862 reaction equation
C(O)(C(F)(F)F)=O.[C:8]([C:10]1[N:15]=[CH:14][C:13]([NH:16][CH2:17][CH:18]([NH:23]C(=O)OC(C)(C)C)[C:19]([NH:21][CH3:22])=[O:20])=[CH:12][C:11]=1[NH:31][C:32]1[CH:37]=[C:36]([CH3:38])[CH:35]=[C:34]([CH3:39])[N:33]=1)#[N:9]>C(Cl)Cl>[C:8]([C:10]1[N:15]=[CH:14][C:13]([NH:16][CH2:17][C@@H:18]([C:19]([NH:21][CH3:22])=[O:20])[NH2:23])=[CH:12][C:11]=1[NH:31][C:32]1[CH:37]=[C:36]([CH3:38])[CH:35]=[C:34]([CH3:39])[N:33]=1)#[N:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86731729Tert-butyl [3-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)-1-(methylamino)-1-oxopropan-2-yl]carbamate

Product 1

HCID 867317313-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)-N-methylalaninamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (1.0 ml, 13 mmol) was added to a solution of tert-butyl [3-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)-1-(methylamino)-1-oxopropan-2-yl]carbamate (72 mg, 0.16 mmol) in DCM (2 ml) at room temperature. After 30 minutes, the reaction mixture was concentrated under reduced pressure to afford 3-({6-cyano-5-[(4,6-dimethylpyridin-2-yl)amino]pyridin-3-yl}amino)-N-methylalaninamide. The material was used in the next step without purification. MS ESI calc'd. for C17H22N7O [M+H]+ 340. found 340.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-13c22bcd9f4e47b4a93dc6412c9de14d
Source dataset
uspto-grants-2015_12
Patent number
US09216173B2

Reaction notes

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