Chloride → HCID 18613495, compound

HRID 1265867Notes

Reaction equation

HRID 1265867 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-].[CH3:41][NH:42][CH3:43]>ClCCl.CN(C=O)C>[CH3:41][N:42]([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:33])([F:35])[F:34])[C:24]([N:26]([CH2:28][CH:29]([CH3:30])[CH3:31])[CH3:27])=[CH:25][C:16]=4[N:15]=3)[CH:11]=[CH:12][CH:13]=2)[N:6]=[N:5][CH:4]=1)[CH3:43]

Participants

7

Reactant 4

HCID 312ChlorideHCID 674DimethylamineHCID 24386Thionyl ChlorideHCID 18613095HCID 18613095, compound

Product 1

HCID 18613495HCID 18613495, 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) (300 mg, 0.62 mmol) by reaction with thionylchloride in dichloromethane and subsequent treatment of the corresponding chloride with dimethylamine in DMF according to the method described in Example 45. Obtained as a light brown solid (110 mg, 35%).

Sources & evidence

ORD record
ord-d805edc3d6994b9293bd8a4f6ce182c4
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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