Trifluoroacetic acid → 7-Hydroxymethyl-4-[3-(2-methyl-pyridin-4-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498738Notes

Reaction equation

HRID 498738 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH2:14][O:15]C2CCCCO2)[C:11]([C:22]([F:25])([F:24])[F:23])=[CH:10][C:9]=1[NH:26][C:27](=[O:44])[CH2:28][C:29]([C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[CH:42]=[CH:41][N:40]=[C:39]([CH3:43])[CH:38]=2)[CH:32]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:15][CH2:14][C:12]1[C:11]([C:22]([F:24])([F:23])[F:25])=[CH:10][C:9]2[NH:26][C:27](=[O:44])[CH2:28][C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]4[CH:42]=[CH:41][N:40]=[C:39]([CH3:43])[CH:38]=4)[CH:32]=3)=[N:7][C:8]=2[CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589425[2-{3-[3-(2-Methyl-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 223177167-Hydroxymethyl-4-[3-(2-methyl-pyridin-4-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 [2-{3-[3-(2-methyl-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester (Example M241) (156 mg, 0.28 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (50 mg, 42%).

Sources & evidence

ORD record
ord-b08d24a1f8714d0090bc90eab820bf89
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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