2-Chloro-6-fluoro-4-(3-methoxy-propoxy)-benzylalcohol → (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-chloro-6-fluoro-4-(3-methoxy-propoxy)-benzyl)ester

HRID 1794168Notes

Reaction equation

HRID 1794168 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:7]=[C:6]([F:16])[C:3]=1[CH2:4][OH:5].[C:17]([O:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:30](Cl)=[O:31])[C@H:26]([CH2:33][CH3:34])[CH2:25]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]>>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:7]=[C:6]([F:16])[C:3]=1[CH2:4][O:5][C:30]([N:27]1[CH2:28][CH2:29][N:24]([C:22]([O:21][C:17]([CH3:19])([CH3:18])[CH3:20])=[O:23])[CH2:25][C@H:26]1[CH2:33][CH3:34])=[O:31]

Participants

3

Reactant 2

HCID 222199942-Chloro-6-fluoro-4-(3-methoxy-propoxy)-benzylalcoholHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69142045(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-chloro-6-fluoro-4-(3-methoxy-propoxy)-benzyl)esterYield 77%

Procedure

This compound was prepared from 2-chloro-6-fluoro-4-(3-methoxy-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 (576 mg; 77%); MS (ISP): 506.4 (M+NH4)+.

Sources & evidence

ORD record
ord-ce55d3f28d66413285bd6d6a4376bdc8
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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