Trifluoroacetic acid → 8-(2,3-Difluoro-phenyl)-7-dimethylamino-4-[3-(5-hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1265755Notes

Reaction equation

HRID 1265755 reaction equation
C(OC(=O)[NH:7][C:8]1[C:13]([NH:14][C:15](=[O:38])[CH2:16][C:17](=O)[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([N:24]3C(COC4CCCCO4)=[CH:27][N:26]=[N:25]3)[CH:19]=2)=[CH:12][C:11]([C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([F:45])[C:40]=2[F:46])=[C:10]([N:47]([CH3:49])[CH3:48])[CH:9]=1)(C)(C)C.[C:51]([OH:57])([C:53](F)(F)F)=O>C(Cl)Cl>[F:46][C:40]1[C:41]([F:45])=[CH:42][CH:43]=[CH:44][C:39]=1[C:11]1[C:10]([N:47]([CH3:49])[CH3:48])=[CH:9][C:8]2[N:7]=[C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([N:24]4[C:53]([CH2:51][OH:57])=[CH:27][N:26]=[N:25]4)[CH:19]=3)[CH2:16][C:15](=[O:38])[NH:14][C:13]=2[CH:12]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86758913(RS)-[2-Dimethylamino-2',3'-difluoro-5-(3-oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-propionylamino)-biphenyl-4-yl]-carbamic acid tert.-butyl ester

Product 1

HCID 186135158-(2,3-Difluoro-phenyl)-7-dimethylamino-4-[3-(5-hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (RS)-[2-dimethylamino-2′,3′-difluoro-5-(3-oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-propionylamino)-biphenyl-4-yl]-carbamic acid tert.-butyl ester (Example M7) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (26 mg).

Sources & evidence

ORD record
ord-13854f8acbba4129bfb718afbe718544
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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