Trifluoroacetic acid → 2-[3-(5-Hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-8-(isopropyl-methyl-amino)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepine-7-carbonitrile

HRID 1265849Notes

Reaction equation

HRID 1265849 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH:16]([CH3:18])[CH3:17])[CH3:15])[C:11]([C:19]#[N:20])=[CH:10][C:9]=1[NH:21][C:22](=[O:45])[CH2:23][C:24](=O)[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([N:31]2[C:35]([CH2:36][O:37]C3CCCCO3)=[CH:34][N:33]=[N:32]2)[CH:26]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:37][CH2:36][C:35]1[N:31]([C:27]2[CH:26]=[C:25]([C:24]3[CH2:23][C:22](=[O:45])[NH:21][C:9]4[CH:10]=[C:11]([C:19]#[N:20])[C:12]([N:14]([CH:16]([CH3:18])[CH3:17])[CH3:15])=[CH:13][C:8]=4[N:7]=3)[CH:30]=[CH:29][CH:28]=2)[N:32]=[N:33][CH:34]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586879(RS)-[4-Cyano-5-(isopropyl-methyl-amino)-2-(3-oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-propionylamino)-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 696883022-[3-(5-Hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-8-(isopropyl-methyl-amino)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepine-7-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (RS)-[4-cyano-5-(isopropyl-methyl-amino)-2-(3-oxo-3-{3-[5-(tetrahydro-pyran-2-yloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-propionylamino)-phenyl]-carbamic acid tert-butyl ester (Example M96) (0.45 g, 0.71 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (236 mg, 77%).

Sources & evidence

ORD record
ord-f4a4db9d234c47d99a468cbbef6dfa9a
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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