Trifluoroacetic acid → HCID 18613477, compound

HRID 1265780Notes

Reaction equation

HRID 1265780 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH:16]2[CH2:18][CH2:17]2)[CH3:15])[C:11]([Cl:19])=[CH:10][C:9]=1[NH2:20])(C)(C)C.C(O[C:27](=[O:39])[CH2:28][C:29]([C:31]1[CH:36]=[CH:35][N:34]=[C:33]([C:37]#[N:38])[CH:32]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:19][C:11]1[C:12]([N:14]([CH:16]2[CH2:17][CH2:18]2)[CH3:15])=[CH:13][C:8]2[N:7]=[C:29]([C:31]3[CH:36]=[CH:35][N:34]=[C:33]([C:37]#[N:38])[CH:32]=3)[CH2:28][C:27](=[O:39])[NH:20][C:9]=2[CH:10]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 695928163-(2-Cyano-pyridin-4-yl)-3-oxo-propionic acid tert-butyl esterHCID 69688527HCID 69688527, compound

Product 1

HCID 18613477HCID 18613477, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from [2-amino-4-chloro-5-(cyclopropyl-methyl-amino)-phenyl]-carbamic acid tert.-butyl ester (Example J11) (150 mg, 0.5 mmol) and 3-(2-cyano-pyridin-4-yl)-3-oxo-propionic acid tert.-butyl ester (Example K3) (150 mg, 0.61 mmol) according to the general procedure M. The obtained material was deprotected and cyclized by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (69 mg).

Sources & evidence

ORD record
ord-2577734511284a95bf3ee1c3b7b7983f
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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