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

HRID 1794157Notes

Reaction equation

HRID 1794157 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH:7]=[C:6]([F:15])[C:3]=1[CH2:4][OH:5].[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][N:26]([C:29](Cl)=[O:30])[C@H:25]([CH2:32][CH3:33])[CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[CH:7]=[C:6]([F:15])[C:3]=1[CH2:4][O:5][C:29]([N:26]1[CH2:27][CH2:28][N:23]([C:21]([O:20][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:22])[CH2:24][C@H:25]1[CH2:32][CH3:33])=[O:30]

Participants

3

Reactant 2

HCID 222200582-Chloro-4-cyclopropylmethoxy-6-fluoro-benzylalcoholHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69142119(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-chloro-4-cyclopropylmethoxy-6-fluoro-benzyl)esterYield 95%

Procedure

This compound was prepared from 2-Chloro-4-cyclopropylmethoxy-6-fluoro-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 (580 mg; 95%); MS (ISP): 488.4 (M+NH4)+.

Sources & evidence

ORD record
ord-0dfc68bf473f4468bd54ede970f8ea93
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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