Chloride → HCID 10119707, compound

HRID 1265871Notes

Reaction equation

HRID 1265871 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:32]([F:35])([F:34])[F:33])[C:24]([N:26]([CH2:28][CH:29]([CH3:31])[CH3:30])[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-].[CH:41]([NH:44][CH3:45])([CH3:43])[CH3:42]>ClCCl.CN(C=O)C>[CH2:28]([N:26]([CH3:27])[C:24]1[C:23]([C:32]([F:34])([F:33])[F:35])=[CH:22][C:17]2[NH:18][C:19](=[O:21])[CH2:20][C:14]([C:10]3[CH:11]=[CH:12][CH:13]=[C:8]([N:7]4[C:3]([CH2:2][N:44]([CH:41]([CH3:43])[CH3:42])[CH3:45])=[CH:4][N:5]=[N:6]4)[CH:9]=3)=[N:15][C:16]=2[CH:25]=1)[CH:29]([CH3:30])[CH3:31]

Participants

7

Reactant 4

HCID 312ChlorideHCID 24386Thionyl ChlorideHCID 78485N-MethylisopropylamineHCID 18613095HCID 18613095, compound

Product 1

HCID 10119707HCID 10119707, 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-(isobutyl-methyl-amino)-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Example 117) (260 mg, 0.53 mmol) by reaction with thionylchloride in dichloromethane and subsequent treatment of the corresponding chloride with N-isopropyl-methylamine in DMF according to the method described in Example 45. Obtained as a light brown solid (70 mg, 24%).

Sources & evidence

ORD record
ord-629eaf5a3dba401b88c561a99a789f9e
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

Loading…