5-Fluoro-1-benzofuran → (RS)-2-[1-(5-Fluorobenzofuran-2-yl)-methanoyl]-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester

HRID 598559Notes

Reaction equation

HRID 598559 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH:10]([C:24](=[O:29])NCOC)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:30][C:31]1[CH:32]=[CH:33][C:34]2[O:38][CH:37]=[CH:36][C:35]=2[CH:39]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH:10]([C:24]([C:37]2[O:38][C:34]3[CH:33]=[CH:32][C:31]([F:30])=[CH:39][C:35]=3[CH:36]=2)=[O:29])[CH2:9]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

3

Reactant 2

HCID 117883225-Fluoro-1-benzofuranHCID 77213014(RS)-2-(methoxymethylcarbamoyl)piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester

Product 1

HCID 66968164(RS)-2-[1-(5-Fluorobenzofuran-2-yl)-methanoyl]-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester

Procedure

The title compound was prepared from (RS)-2-(methoxymethylcarbamoyl)piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester (1.25 g, 3.07 mmol) (WO01/00214) and 5-fluorobenzofuran (0.42 g, 3.09 mmol) (WO99/51575) by the method of Description 2 as a pale green gum (0.81 g, 55%).

Sources & evidence

ORD record
ord-2ecdce870f444363908d77f059cb2668
Source dataset
uspto-grants-2011_03
Patent number
US07897618B2

Reaction notes

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