10,11-dihydro-10(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)-phenyl]-2,3,5-trichlorobenzamide

HRID 3600Notes

Reaction equation

HRID 3600 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([N:8]2[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[CH2:12][N:11]3[CH:19]=[CH:20][CH:21]=[C:10]3[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[Cl:24][C:25]1[C:33]([Cl:34])=[CH:32][C:31]([Cl:35])=[CH:30][C:26]=1[C:27](Cl)=[O:28]>>[CH:21]1[CH:20]=[CH:19][N:11]2[CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:8]([C:6]([C:5]3[CH:22]=[CH:23][C:2]([NH:1][C:27](=[O:28])[C:26]4[CH:30]=[C:31]([Cl:35])[CH:32]=[C:33]([Cl:34])[C:25]=4[Cl:24])=[CH:3][CH:4]=3)=[O:7])[CH2:9][C:10]=12

Participants

3

Reactant 2

HCID 1082828010,11-dihydro-10(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepineHCID 130111162,3,5-Trichlorobenzoyl chloride

Product 1

HCID 21837072N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)-phenyl]-2,3,5-trichlorobenzamideYield 81.5%

Procedure

As described for Example 8, 0.50 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine is reacted with 0.483 g of 2,3,5-trichlorobenzoyl chloride to give a glass which is crystallized from ethyl acetate to give 0.686 g of crystals, m.p. 231°-234° C.

Workup

  1. customto give a glass which
  2. customis crystallized from ethyl acetate

Sources & evidence

ORD record
ord-4913bed741254ca6990c0db4a7da2257
Source dataset
uspto-grants-1998_03
Patent number
US05733905

Reaction notes

Loading…