Benzoyl chloride, 3,4-dichloro- → tert-Butyl 2-[4-(3,4-dichlorobenzoyl)-1-piperazinyl]ethylcarbamate

HRID 496879Notes

Reaction equation

HRID 496879 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[Cl:27])[C:21](Cl)=[O:22]>N1C=CC=CC=1>[Cl:17][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:26]=1[Cl:27])[C:21]([N:4]1[CH2:3][CH2:2][N:1]([CH2:7][CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:13])([CH3:15])[CH3:14])[CH2:6][CH2:5]1)=[O:22]

Participants

4

Reactant 2

HCID 76403Benzoyl chloride, 3,4-dichloro-HCID 15144011-(2-N-Boc-aminoethyl)piperazine

Product 1

HCID 22322333tert-Butyl 2-[4-(3,4-dichlorobenzoyl)-1-piperazinyl]ethylcarbamate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The product from step (i) above (3 g) was dissolved in pyridine (12 ml), 3,4-dichlorobenzoyl chloride (2.05 g) was added and the mixture stirred at room temperature for 18 hours. A solid was collected by filtration and purified by chromatography (dichloromethane:methanol: 0.880 NH4OH, 90:9:1) to give the sub-titled product as an oil (3.59 g).

Workup

  1. filtrationA solid was collected by filtration
  2. custompurified by chromatography (dichloromethane:methanol: 0.880 NH4OH, 90:9:1)

Sources & evidence

ORD record
ord-8bfe8dda578840c0b7a116fcfe186d94
Source dataset
uspto-grants-2005_09
Patent number
US06946478B2

Reaction notes

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