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

HRID 1265820Notes

Reaction equation

HRID 1265820 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH2:16][CH:17]2[CH2:19][CH2:18]2)[CH3:15])[C:11]([C:20]([F:23])([F:22])[F:21])=[CH:10][C:9]=1[NH:24][C:25](=[O:48])[CH2:26][C:27](=O)[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([N:34]2[C:38]([CH2:39][O:40]C3CCCCO3)=[CH:37][N:36]=[N:35]2)[CH:29]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:17]1([CH2:16][N:14]([CH3:15])[C:12]2[C:11]([C:20]([F:21])([F:23])[F:22])=[CH:10][C:9]3[NH:24][C:25](=[O:48])[CH2:26][C:27]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([N:34]5[C:38]([CH2:39][OH:40])=[CH:37][N:36]=[N:35]5)[CH:29]=4)=[N:7][C:8]=3[CH:13]=2)[CH2:18][CH2:19]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586859(RS)-[5-(Cyclopropylmethyl-methyl-amino)-2-(3-oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-propionylamino)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 186131737-(Cyclopropylmethyl-methyl-amino)-4-[3-(5-hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (RS)-[5-(cyclopropylmethyl-methyl-amino)-2-(3-oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-propionylamino)-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester (Example M67) (939 mg, 1.37 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (544 mg).

Sources & evidence

ORD record
ord-7e779f83e143486c9a3d321839e35b69
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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