Dichloromethane → 7-(Isopropyl-methyl-amino)-4-[3-(2-methyl-pyridin-4-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498827Notes

Reaction equation

C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH2:16][CH:17](C)C)[CH3:15])C(Cl)=[CH:10][C:9]=1[NH:21][C:22](=[O:39])[CH2:23][C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]2[CH:37]=[CH:36][N:35]=[C:34]([CH3:38])[CH:33]=2)[CH:27]=1)=O)(C)(C)C.[C:41](O)([C:43]([F:46])([F:45])[F:44])=O.[CH2:48](Cl)Cl>>[CH:16]([N:14]([CH3:15])[C:12]1[C:41]([C:43]([F:46])([F:45])[F:44])=[CH:10][C:9]2[NH:21][C:22](=[O:39])[CH2:23][C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]4[CH:37]=[CH:36][N:35]=[C:34]([CH3:38])[CH:33]=4)[CH:27]=3)=[N:7][C:8]=2[CH:13]=1)([CH3:48])[CH3:17]

Participants

Reactant 3

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 86589495HCID 86589495, compound

Product 1

HCID 223180217-(Isopropyl-methyl-amino)-4-[3-(2-methyl-pyridin-4-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

The title compound was prepared from (4-chloro-5-(isobutyl-methyl-amino)-2-{3-[3-(2-methyl-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-phenyl)-carbamic acid tert-butyl ester (Example M277) (0.40 g, 0.71 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as an off-white solid (269 mg, 85%).

Sources & evidence

ORD record: ord-7f22e4043a264198ba6ae0ab3867c6d6
Source dataset: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06949542B2

Reaction notes

Loading…