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

HRID 1265850Notes

Reaction equation

HRID 1265850 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH2:16][CH:17]([CH3:19])[CH3:18])[CH3:15])[C:11]([C:20]#[N:21])=[CH:10][C:9]=1[NH:22][C:23](=[O:39])[CH2:24][C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]2[O:37][N:36]=[C:35]([CH3:38])[CH:34]=2)[CH:28]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:16]([N:14]([CH3:15])[C:12]1[C:11]([C:20]#[N:21])=[CH:10][C:9]2[NH:22][C:23](=[O:39])[CH2:24][C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([C:33]4[O:37][N:36]=[C:35]([CH3:38])[CH:34]=4)[CH:28]=3)=[N:7][C:8]=2[CH:13]=1)[CH:17]([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586880HCID 86586880, compound

Product 1

HCID 186134948-(Isobutyl-methyl-amino)-2-[3-(3-methyl-isoxazol-5-yl)-phenyl]-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 (4-cyano-5-(isobutyl-methyl-amino)-2-{3-[3-(3-methyl-isoxazol-5yl)-phenyl]-3-oxo-propionylamino}-phenyl)-carbamic acid tert-butyl ester (Example M97) (0.39 g, 0.71 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (230 mg, 75%).

Sources & evidence

ORD record
ord-253940c0c7bf4575b8423f5c25ad11ea
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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