Chloride → HCID 69688529, compound

HRID 1265882Notes

Reaction equation

HRID 1265882 reaction equation
O[CH2:2][C:3]1[N:7]([C:8]2[CH:9]=[C:10]([C:14]3[CH2:20][C:19](=[O:21])[NH:18][C:17]4[CH:22]=[C:23]([C:31]([F:34])([F:33])[F:32])[C:24]([N:26]([CH:28]([CH3:30])[CH3:29])[CH3:27])=[CH:25][C:16]=4[N:15]=3)[CH:11]=[CH:12][CH:13]=2)[N:6]=[N:5][CH:4]=1.S(Cl)(Cl)=O.[Cl-].[NH2:40][CH2:41][CH:42]1[CH2:44][CH2:43]1>ClCCl.CN(C=O)C>[CH:42]1([CH2:41][NH:40][CH2:2][C:3]2[N:7]([C:8]3[CH:9]=[C:10]([C:14]4[CH2:20][C:19](=[O:21])[NH:18][C:17]5[CH:22]=[C:23]([C:31]([F:32])([F:33])[F:34])[C:24]([N:26]([CH:28]([CH3:29])[CH3:30])[CH3:27])=[CH:25][C:16]=5[N:15]=4)[CH:11]=[CH:12][CH:13]=3)[N:6]=[N:5][CH:4]=2)[CH2:44][CH2:43]1

Participants

7

Reactant 4

HCID 312ChlorideHCID 24386Thionyl ChlorideHCID 75646CyclopropanemethanamineHCID 69687839HCID 69687839, compound

Product 1

HCID 69688529HCID 69688529, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from 4-[3-(5-hydroxymethyl-[1,2,3]triazol-1-yl)-phenyl]-7-(isopropyl-methyl-amino)-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 119) (210 mg, 0.44 mmol) by reaction with thionylchloride in dichloromethane and subsequent treatment of the corresponding chloride with aminomethyl-cyclopropane in DMF according to the method described in Example 45. Obtained as a light brown solid (110 mg, 47%).

Sources & evidence

ORD record
ord-81dc060624334b76aba666ec5de36e16
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

Loading…