Methyl 4-(4-Methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate → methyl 4-(4-methoxybenzenesulfonyl)-1-[2-chloro-4-(3-methyl-1-pyrazolyl)phenylcarbonyl]-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate

HRID 1420619Notes

Reaction equation

HRID 1420619 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[NH:15][CH2:14][CH:13]2[C:23]([O:25][CH3:26])=[O:24])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[CH3:27][C:28]1[CH:32]=[CH:31][N:30]([C:33]2[CH:41]=[CH:40][C:36]([C:37](Cl)=[O:38])=[C:35]([Cl:42])[CH:34]=2)[N:29]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[N:15]([C:37]([C:36]3[CH:40]=[CH:41][C:33]([N:30]4[CH:31]=[CH:32][C:28]([CH3:27])=[N:29]4)=[CH:34][C:35]=3[Cl:42])=[O:38])[CH2:14][CH:13]2[C:23]([O:25][CH3:26])=[O:24])(=[O:10])=[O:11])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 18612753Methyl 4-(4-Methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylateHCID 226054464-(3-Methyl-1-pyrazolyl)-2-chlorobenzoyl chloride

Product 1

HCID 17926485methyl 4-(4-methoxybenzenesulfonyl)-1-[2-chloro-4-(3-methyl-1-pyrazolyl)phenylcarbonyl]-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate

Procedure

As described in Example 65, methyl 4-(4-methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate was reacted with 4-(3-methyl-1-pyrazolyl)-2-chlorobenzoyl chloride to give methyl 4-(4-methoxybenzenesulfonyl)-1-[2-chloro-4-(3-methyl-1-pyrazolyl)phenylcarbonyl]-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate as a white solid. Anal. for C29H27ClN4O6S: Calc'd: C, 58.3; H, 4.6; N, 9.4. Found: C,58.2; H, 4.9; N, 8.9.

Sources & evidence

ORD record
ord-fbd4622d3ef74a49bbaf7a64864ce9cb
Source dataset
uspto-grants-2000_06
Patent number
US06071903

Reaction notes

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