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

HRID 1794161Notes

Reaction equation

HRID 1794161 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH3:12])[CH:7]=[C:6]([F:13])[C:3]=1[CH2:4][OH:5].[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][N:24]([C:27](Cl)=[O:28])[C@H:23]([CH2:30][CH3:31])[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH3:12])[CH:7]=[C:6]([F:13])[C:3]=1[CH2:4][O:5][C:27]([N:24]1[CH2:25][CH2:26][N:21]([C:19]([O:18][C:14]([CH3:16])([CH3:15])[CH3:17])=[O:20])[CH2:22][C@H:23]1[CH2:30][CH3:31])=[O:28]

Participants

3

Reactant 2

HCID 222198882-Chloro-6-fluoro-4-ethoxy-benzylalcoholHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69142872(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-chloro-6-fluoro-4-ethoxy-benzyl) esterYield 94%

Procedure

This compound was prepared from 2-chloro-6-fluoro-4-ethoxy-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 (418 mg; 94%); MS (ISP): 462.4 (M+NH4)+.

Sources & evidence

ORD record
ord-eb7c91b56ea745b5a813c6857a670c2c
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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