HCID 11658997, compound → HCID 15167808, compound

HRID 1084537Notes

Reaction equation

HRID 1084537 reaction equation
[CH3:1][NH:2][CH:3]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[NH:5][C:4]1=[O:20].[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[C:22]1[C:30](Cl)=[O:31]>C(Cl)Cl>[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[C:22]1[C:30]([N:2]([CH:3]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[NH:5][C:4]1=[O:20])[CH3:1])=[O:31]

Participants

4

Reactant 2

HCID 11658997HCID 11658997, compoundHCID 118162081H-indole-2-carbonyl Chloride

Product 1

HCID 15167808HCID 15167808, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

1,3-Dihydro-3-(RS)-methylamino-5-phenyl-2H-1,4-benzodiazepin-2-one (130 mg, 0.49 mmol) and indole-2-carbonyl chloride (88 mg, 0.49 mmol) were combined in CH2Cl2 (5 ml) and stirred 2 hours at 25° C. The reaction was concentrated and chromatographed on silica gel (3% MeOH in CH2Cl2) to give the title compound as a white solid from CH2Cl2 : (m.p. 287°-288.5°).

Workup

  1. concentrationThe reaction was concentrated
  2. customchromatographed on silica gel (3% MeOH in CH2Cl2)

Sources & evidence

ORD record
ord-1b8611004417405a9171fd0be9946094
Source dataset
uspto-grants-1991_04
Patent number
US05004741

Reaction notes

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