2-Chloro-6-fluoro-4-propoxy-benzylalcohol → (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-chloro-6-fluoro-4-propoxy-benzyl) ester

HRID 1794159Notes

Reaction equation

HRID 1794159 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH3:13])[CH:7]=[C:6]([F:14])[C:3]=1[CH2:4][OH:5].[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:28](Cl)=[O:29])[C@H:24]([CH2:31][CH3:32])[CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH3:13])[CH:7]=[C:6]([F:14])[C:3]=1[CH2:4][O:5][C:28]([N:25]1[CH2:26][CH2:27][N:22]([C:20]([O:19][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:21])[CH2:23][C@H:24]1[CH2:31][CH3:32])=[O:29]

Participants

3

Reactant 2

HCID 222200342-Chloro-6-fluoro-4-propoxy-benzylalcoholHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69141722(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-chloro-6-fluoro-4-propoxy-benzyl) esterYield 93%

Procedure

This compound was prepared from 2-chloro-6-fluoro-4-propoxy-benzylalcohol and (R)-4-chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester according to the procedure described in Example 179 to give the product as a colorless oil (499 mg; 93%); MS (ISP): 476.3 (M+NH4)+.

Sources & evidence

ORD record
ord-31b07be49e1246f1948f37e8c5a7acda
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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