Trifluoroacetic acid → HCID 18613516, compound

HRID 1265933Notes

Reaction equation

HRID 1265933 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH3:16])[CH3:15])[C:11]([C:17]([F:20])([F:19])[F:18])=[CH:10][C:9]=1[NH2:21])(C)(C)C.C(O[C:28](=[O:54])[CH2:29][C:30](=O)[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[N:38]=[C:39]([CH2:45][O:46]C3CCCCO3)[S:40][C:41]=2[CH2:42][CH2:43][CH3:44])[CH:32]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:15][N:14]([CH3:16])[C:12]1[C:11]([C:17]([F:18])([F:19])[F:20])=[CH:10][C:9]2[NH:21][C:28](=[O:54])[CH2:29][C:30]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]4[N:38]=[C:39]([CH2:45][OH:46])[S:40][C:41]=4[CH2:42][CH2:43][CH3:44])[CH:32]=3)=[N:7][C:8]=2[CH:13]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 67362752Carbamic acid,n-[2-amino-5-(dimethylamino)-4-(trifluoromethyl)phenyl]-,1,1-dimethylethyl esterHCID 69688955HCID 69688955, compound

Product 1

HCID 18613516HCID 18613516, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (2-amino-5-dimethylamino-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (79 mg) (Example J6) and 3-oxo-3-{3-[-5-propyl-2-(tetrahydro-pyran-2-yloxymethyl)-thiazol-4-yl]-phenyl}-propionic acid tert-butyl ester (138 mg) (Example K41) 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 yellow solid (45 mg).

Sources & evidence

ORD record
ord-b2d59c9ece3643caa164abc41b4a4573
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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