4-[(3,4-Difluorophenyl)methyl]piperidine → 2-[4-(3,4-Difluoro-benzyl)-piperidin-1-yl]-2-oxo-N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-acetamide

HRID 2115005Notes

Reaction equation

HRID 2115005 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[F:15])[CH2:5][CH:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.[O:16]=[C:17]1[NH:21][C:20]2[CH:22]=[CH:23][C:24]([NH:26][C:27](=[O:31])[C:28](O)=[O:29])=[CH:25][C:19]=2[O:18]1>>[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[F:15])[CH2:5][CH:6]1[CH2:7][CH2:8][N:9]([C:28](=[O:29])[C:27]([NH:26][C:24]2[CH:23]=[CH:22][C:20]3[NH:21][C:17](=[O:16])[O:18][C:19]=3[CH:25]=2)=[O:31])[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 107291874-[(3,4-Difluorophenyl)methyl]piperidineHCID 53306576N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-oxalamic acid

Product 1

HCID 102235662-[4-(3,4-Difluoro-benzyl)-piperidin-1-yl]-2-oxo-N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-acetamide

Procedure

The title compound is prepared from 4-(3,4-difluoro-benzyl)-piperidine [J. Org. Chem., 64, 3763. (1999)] and N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-oxalamic acid (Example 43e) according to the method described in Example 43f. The residue is purified by column chromatography using Kieselgel 60 (Merck) as adsorbent and toluene:methanol=4:1 as eluent. Melting Point: 233° C. (isopropanol)

Workup

  1. customThe residue is purified by column chromatography

Sources & evidence

ORD record
ord-81d8b4e9c2d34af8956f427e311ce776
Source dataset
uspto-grants-2008_10
Patent number
US07435744B2

Reaction notes

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