Potassium Bromide → 4-Cyclopropylmethyl-piperazine-1-carboxylic Acid 4-[2-(4-chloro-phenyl)-ethylcarbamoyl]-phenyl Ester

HRID 1179958Notes

Reaction equation

Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:22])[NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[CH:7][CH:6]=1)=[O:3].[CH:23]1([CH2:26][N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH2:25][CH2:24]1.[K+].[Br-].C(O)[C@H](O)[C@H]1OC(=O)C(O)=C1O>>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][CH2:13][NH:12][C:11]([C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2]([N:30]3[CH2:31][CH2:32][N:27]([CH2:26][CH:23]4[CH2:25][CH2:24]4)[CH2:28][CH2:29]3)=[O:3])=[CH:6][CH:7]=2)=[O:22])=[CH:16][CH:17]=1

Participants

Reactant 4

HCID 253877Potassium Bromide

HCID 9658751-(Cyclopropylmethyl)piperazine

HCID 54670067L-Ascorbic Acid

HCID 865892134-[2-(4-Chloro-phenyl)-ethylcarbamoyl]-phenyl chloroformate

Product 1

HCID 695205414-Cyclopropylmethyl-piperazine-1-carboxylic Acid 4-[2-(4-chloro-phenyl)-ethylcarbamoyl]-phenyl EsterYield 18%

Procedure

The title compound was prepared from 4-[2-(4-chloro-phenyl)-ethylcarbamoyl]-phenyl chloroformate and 1-cyclopropylmethyl-piperazine, yield 18%. White crystals, m.p. 225-226° C.; IR (KBr): ν 1710 (ester C═O), 1661 (amide C═O) cm−1.

Sources & evidence

ORD record: ord-39541d4c6c2541569022a1c494e6b615
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279470B2

Reaction notes

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