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

HRID 1946621Notes

Reaction equation

HRID 1946621 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-eca1ad1ec7274e80b1b66752ca66e233
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

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