(3-Bromo-2,6-difluorophenyl)methanol → (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(3-bromo-2,6-difluoro-benzyl) ester

HRID 1794137Notes

Reaction equation

HRID 1794137 reaction equation
[Br:1][C:2]1[C:3]([F:11])=[C:4]([CH2:9][OH:10])[C:5]([F:8])=[CH:6][CH:7]=1.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:25](Cl)=[O:26])[C@H:21]([CH2:28][CH3:29])[CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>>[Br:1][C:2]1[C:3]([F:11])=[C:4]([C:5]([F:8])=[CH:6][CH:7]=1)[CH2:9][O:10][C:25]([N:22]1[CH2:23][CH2:24][N:19]([C:17]([O:16][C:12]([CH3:14])([CH3:13])[CH3:15])=[O:18])[CH2:20][C@H:21]1[CH2:28][CH3:29])=[O:26]

Participants

3

Reactant 2

HCID 22219889(3-Bromo-2,6-difluorophenyl)methanolHCID 86586001(R)-4-Chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 69141503(R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(3-bromo-2,6-difluoro-benzyl) ester

Procedure

The compound was prepared from (3-bromo-2,6-difluoro-phenyl)-methanol and (R)-4-chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester according to the procedures described in Example 121 and 54 to give the product as a colorless oil (9.22 g); MS (ISP): 480.3, 482.3 (M+H)+.

Sources & evidence

ORD record
ord-7d2836a97a074568a47ca6f1d41ddaea
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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