tert-Butyl piperazine-1-carboxylate → 4-(4-Bromo-2-methanesulfonylbenzoyl)piperazine-1-carboxylic acid tert-butyl ester

HRID 1804116Notes

Reaction equation

HRID 1804116 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:3]=1.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([Br:1])=[CH:3][C:4]=2[S:11]([CH3:14])(=[O:13])=[O:12])[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 27610574-Bromo-2-methanesulfonylbenzoic acid

Product 1

HCID 584846804-(4-Bromo-2-methanesulfonylbenzoyl)piperazine-1-carboxylic acid tert-butyl esterYield 94.2%

Procedure

By reaction and treatment in the same manner as in Preparation Example 90 and using 4-bromo-2-methanesulfonylbenzoic acid (10.2 g) and piperazine-1-carboxylic acid tert-butyl ester (7.49 g), the title compound (15.4 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 90

Sources & evidence

ORD record
ord-08f4a76f6f5041039384aa14dd4324ef
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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