3-(Trifluoromethyl)benzylamine → 10-[(4-Chlorophenoxy)acetyl]-N-[3-(trifluoromethyl)benzyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide

HRID 639274Notes

Reaction equation

HRID 639274 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[N:14]2[C:8]([CH2:9][N:10]([C:19](=[O:29])[CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13]2)=[CH:7][CH:6]=1)=[O:4].[F:32][C:33]([F:43])([F:42])[C:34]1[CH:35]=[C:36]([CH:39]=[CH:40][CH:41]=1)[CH2:37][NH2:38]>>[Cl:28][C:25]1[CH:24]=[CH:23][C:22]([O:21][CH2:20][C:19]([N:10]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13][N:14]3[C:5]([C:3]([NH:38][CH2:37][C:36]4[CH:39]=[CH:40][CH:41]=[C:34]([C:33]([F:32])([F:42])[F:43])[CH:35]=4)=[O:4])=[CH:6][CH:7]=[C:8]3[CH2:9]2)=[O:29])=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 759623-(Trifluoromethyl)benzylamineHCID 160392192,2,2-trichloro-1-{10-[(4-chlorophenoxy)acetyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone

Product 1

HCID 1603929210-[(4-Chlorophenoxy)acetyl]-N-[3-(trifluoromethyl)benzyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide

Procedure

The title compound was synthesized from 2,2,2-trichloro-1-{10-[(4-chlorophenoxy) acetyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone of Example 67 (0.3 mmol) and 3-trifluoromethylbenzylamine (2.2 eq.) in the manner of example 68, m.p.143-145° C. MS [(+)ESI, m/z]: 554 [M+H]+ Anal. Calcd for C29H23CIF3N3O3: C, 62.88; H, 4.18; N, 7.59. Found: C, 62.87; H, 4.08; N, 7.52.

Sources & evidence

ORD record
ord-b1c54835acd24d2eac65c73db88dfdb1
Source dataset
uspto-grants-2010_04
Patent number
US07691848B2

Reaction notes

Loading…