Trifluoroacetic acid → HCID 86731733, compound

HRID 1504865Notes

Reaction equation

HRID 1504865 reaction equation
C(O)(C(F)(F)F)=O.[C:8]([C:10]1[N:15]=[CH:14][C:13]([NH:16][C@@H:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C@@H:18]2[NH:23]C(=O)OC(C)(C)C)=[CH:12][C:11]=1[NH:31][C:32]1[CH:37]=[C:36]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:35]=[C:34]([CH3:44])[N:33]=1)#[N:9]>C(Cl)Cl>[NH2:23][C@H:18]1[CH2:19][CH2:20][CH2:21][CH2:22][C@H:17]1[NH:16][C:13]1[CH:12]=[C:11]([NH:31][C:32]2[CH:37]=[C:36]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH:35]=[C:34]([CH3:44])[N:33]=2)[C:10]([C:8]#[N:9])=[N:15][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86731732tert-butyl (1S,2R)-2-(6-cyano-5-(6-methyl-4-phenylpyridin-2-ylamino)pyridin-3-ylamino)cyclohexylcarbamate

Product 1

HCID 86731733HCID 86731733, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (1.0 ml, 13 mmol) was added to a solution of tert-butyl (1S,2R)-2-(6-cyano-5-(6-methyl-4-phenylpyridin-2-ylamino)pyridin-3-ylamino)cyclohexylcarbamate (24 mg, 0.048 mmol) in DCM (2 ml). The reaction mixture was stirred for 30 minutes at room temperature. The reaction mixture was concentrated under reduced pressure to afford 5-((1R,2S)-2-aminocyclohexylamino)-3-(6-methyl-4-phenylpyridin-2-ylamino)picolinonitrile. The material was used in the next step without further purification. MS ESI calc'd. for C24H27N6 [M+H]+ 399. found 399.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fb0be665cfe84bb58af498e667043cc4
Source dataset
uspto-grants-2015_12
Patent number
US09216173B2

Reaction notes

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