Dimethylformamide → (Z)-4((5H-dibenzo[b,f]azepin-5-yl)methyl)benzoyl chloride

HRID 718089Notes

Reaction equation

HRID 718089 reaction equation
[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[N:6]([CH2:16][C:17]3[CH:26]=[CH:25][C:20]([C:21](OC)=[O:22])=[CH:19][CH:18]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:30])=O.CN(C=O)C>C(Cl)Cl>[CH:1]1[C:11]2[CH:10]=[CH:9][C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[N:6]([CH2:16][C:17]3[CH:26]=[CH:25][C:20]([C:21]([Cl:30])=[O:22])=[CH:19][CH:18]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 59783517(Z)-methyl 4-((5H-dibenzo[b,f]azepin-5-yl)methyl)benzoate

Product 1

HCID 59783850(Z)-4((5H-dibenzo[b,f]azepin-5-yl)methyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound 390 (0.72 g, 2.2 mmol) and the oxalyl chloride (0.58 mL, 6.6 mmol) were mixed in DCM (10 mL) and few drops of DMF was added. The reaction mixture was stirred for 30 minutes and the solvent was evaporated (and stripped with toluene twice) to afford title compound 391 that was used crude for next step.

Workup

  1. customthe solvent was evaporated (and

Sources & evidence

ORD record
ord-7cdfe7bc1ea242f1a0bd171e9c5a457e
Source dataset
uspto-grants-2015_11
Patent number
US09193749B2

Reaction notes

Loading…