4-(4-(Trifluoromethyl)benzyl)piperidine → 2-Oxo-N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-2-[4-(4-trifluoromethyl-benzyl)-piperidin-1-yl]-acetamide

HRID 2115002Notes

Reaction equation

HRID 2115002 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:15]=[CH:14][C:6]([CH2:7][CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:5][CH:4]=1.[O:18]=[C:19]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][C:29](=[O:33])[C:30](O)=[O:31])=[CH:27][C:21]=2[O:20]1>>[O:31]=[C:30]([N:11]1[CH2:12][CH2:13][CH:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:16])[F:17])=[CH:15][CH:14]=2)[CH2:9][CH2:10]1)[C:29]([NH:28][C:26]1[CH:25]=[CH:24][C:22]2[NH:23][C:19](=[O:18])[O:20][C:21]=2[CH:27]=1)=[O:33]

Participants

3

Reactant 2

HCID 49841584-(4-(Trifluoromethyl)benzyl)piperidineHCID 53306576N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-oxalamic acid

Product 1

HCID 691008542-Oxo-N-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-2-[4-(4-trifluoromethyl-benzyl)-piperidin-1-yl]-acetamide

Procedure

The title compound is prepared from 4-(4-trifluoromethyl-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: 217° C. (isopropanol)

Workup

  1. customThe residue is purified by column chromatography

Sources & evidence

ORD record
ord-f687ba0cb2484fbdaf9c6deea85d315f
Source dataset
uspto-grants-2008_10
Patent number
US07435744B2

Reaction notes

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