Triethylamine → N-[4-(7,8-Methylenedioxy-5H-imidazo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl]phenyl]-2-methylbenzamide

HRID 55174Notes

Reaction equation

HRID 55174 reaction equation
[CH2:1]1[O:17][C:4]2=[CH:5][C:6]3[NH:12][CH2:11][C:10]4=[N:13][CH:14]=[CH:15][N:9]4[CH2:8][C:7]=3[CH:16]=[C:3]2[O:2]1.[CH3:18][C:19]1[CH:36]=[CH:35][CH:34]=[CH:33][C:20]=1[C:21]([NH:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1)=[O:22].C(N(CC)CC)C>ClCCl>[CH2:1]1[O:17][C:4]2=[CH:5][C:6]3[N:12]([C:28]([C:27]4[CH:26]=[CH:25][C:24]([NH:23][C:21](=[O:22])[C:20]5[CH:33]=[CH:34][CH:35]=[CH:36][C:19]=5[CH3:18])=[CH:32][CH:31]=4)=[O:29])[CH2:11][C:10]4=[N:13][CH:14]=[CH:15][N:9]4[CH2:8][C:7]=3[CH:16]=[C:3]2[O:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 30624946H-1,3-Dioxolo(4,5-h)imidazo(2,1-c)(1,4)benzodiazepine, 5,11-dihydro-HCID 107074414-[(2-methylbenzoyl)amino]benzoyl Chloride

Product 1

HCID 21837002N-[4-(7,8-Methylenedioxy-5H-imidazo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl]phenyl]-2-methylbenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As described for Example 125 a mixture of 1.0 mmol of 7,8-methylenedioxy-10,11-dihydro-5H-imidazo[2,1-c][1,4]benzodiazepine, 1.1 mmol of 4-[(2-methylbenzoyl)amino]benzoyl chloride and 1.5 mmol of triethylamine in 10 ml of dichloromethane is stirred at room temperature for 3 hours and worked up to give the desired product as a solid.

Sources & evidence

ORD record
ord-d6cba74a25b0446b880182ccda6dc529
Source dataset
uspto-grants-1997_04
Patent number
US05624923

Reaction notes

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