Hydrochloric Acid → 10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione

HRID 1287574Notes

Reaction equation

HRID 1287574 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([N:8]([CH3:20])[C:9]1[C:10](=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:11](OCC)=[O:12])=[O:7].Cl>>[CH3:20][N:8]1[C:9]2[CH:19]=[CH:18][CH:17]=[CH:16][C:10]=2[C:11](=[O:12])[N:1]2[CH2:5][CH2:4][CH2:3][CH:2]2[C:6]1=[O:7]

Participants

3

Procedure

A mixture of 10 g. of ethyl N-(2-pyrrolidinylcarbonyl)-N-methylanthranilate and 200 ml. of 3N alcoholic hydrogen chloride is heated on the steam bath for 6 hours and then concentrated. The residue is purified by chromatography on a hexane/methanol/celite system and racemic 1,2,3,11a-tetrahydro-10-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5,11(10H)-dione is obtained.

Workup

  1. additionA mixture of 10 g
  2. concentrationconcentrated
  3. customThe residue is purified by chromatography on a hexane/methanol/celite system

Sources & evidence

ORD record
ord-1793c8909de241539c2af7f3abebcff3
Source dataset
uspto-grants-1976_10
Patent number
US03985732

Reaction notes

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