Hydrochloric Acid → (2-Bromophenyl)(1,4-diazepan-1-yl)methanone hydrochloride

HRID 1665685Notes

Reaction equation

HRID 1665685 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15](=[O:23])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[Br:22])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24].CO>O1CCOCC1.C(Cl)(Cl)Cl>[ClH:24].[Br:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:15]([N:11]1[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1)=[O:23]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 578757964-(2-Bromo-benzoyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester

Product 1

HCID 66625409(2-Bromophenyl)(1,4-diazepan-1-yl)methanone hydrochlorideYield 95.69%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-(2-bromo-benzoyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (500 mg, 1.3 mmol) in 1,4-dioxane.HCl (3 mL) was stirred at 0° C. for 30 minutes. The reaction was monitored by TLC (10% MeOH in CHCl3). The reaction mixture was concentrated under reduced pressure to get a solid, which was washed with ether and dried to afford 400 mg (95.69% Yield) of (2-bromo-phenyl)-[1,4]diazepan-1-yl-methanone hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto get a solid, which
  3. washwas washed with ether
  4. customdried

Sources & evidence

ORD record
ord-ccec52ee29ef4926839e360380b3f0b1
Source dataset
uspto-grants-2011_10
Patent number
US08039463B2

Reaction notes

Loading…