Dimethylformamide → HCID 86607493, compound

HRID 639283Notes

Reaction equation

HRID 639283 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][CH2:7][C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH2:14][N:13]3[C:21]([C:24]([OH:26])=O)=[CH:22][CH:23]=[C:12]3[CH2:11]2)=[O:9])=[CH:4][CH:3]=1.CN(C)C=O.C(Cl)(=O)C([Cl:37])=O>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH2:14][N:13]3[C:21]([C:24]([Cl:37])=[O:26])=[CH:22][CH:23]=[C:12]3[CH2:11]2)=[O:9])=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 68680492HCID 68680492, compound

Product 1

HCID 86607493HCID 86607493, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 10-[(4-chlorophenoxy)acetyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid of step A (0.33 mmol) in dichloromethane (3 mL) was added a drop of N,N-dimethylformamide followed by oxalyl chloride (0.532 mmol). After stirring for 0.5 hour at room temperature, the solution was heated to reflux for three hours. The solvent and excess oxalyl chloride were evaporated to yield the crude product, which was used without further purification.

Workup

  1. temperaturethe solution was heated
  2. temperatureto reflux for three hours
  3. customThe solvent and excess oxalyl chloride were evaporated

Sources & evidence

ORD record
ord-6c9236f8eef84f0fafc30e4cf5797497
Source dataset
uspto-grants-2010_04
Patent number
US07691848B2

Reaction notes

Loading…