Piperidin-4-ol → HCID 66918845, compound

HRID 2354178Notes

Reaction equation

HRID 2354178 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH:8]1([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]([CH3:33])=[C:18]([NH:20][C:21](=[O:32])[C:22]3[CH:27]=[C:26](F)[CH:25]=[CH:24][C:23]=3[N+:29]([O-:31])=[O:30])[CH:19]=2)=[O:13])[CH2:10][CH2:9]1>>[CH:8]1([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]([CH3:33])=[C:18]([NH:20][C:21](=[O:32])[C:22]3[CH:27]=[C:26]([N:5]4[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]4)[CH:25]=[CH:24][C:23]=3[N+:29]([O-:31])=[O:30])[CH:19]=2)=[O:13])[CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 669189745-fluoro-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-nitrobenzamide

Product 1

HCID 66918845HCID 66918845, compound

Procedure

Using an analogous procedure to that described paragraph (A) in the portion of Example 13 which is concerned with the preparation of starting materials 4-hydroxypiperidine was reacted with N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-fluoro-2-nitrobenzamide to give N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-(4-hydroxypiperidin-1-yl)-2-nitrobenzamide; NMR Spectrum: (DMSOd6) 0.55 (m, 2H), 0.68 (m, 2H), 1.43 (m, 2H), 1.82 (m, 2H), 2.30 (s, 3H), 2.84 (m, 1H), 3.25 (m, 2H), 3.82 (m, 3H), 4.76 (d, 1H), 7.04 (m, 2H), 7.28 (d, 1H), 7.56 (d, 1H), 7.96 (s, 1H), 8.02 (d, 1H), 8.36 (s, 1H), 9.90 (s, 1H); Mass Spectrum: M+Na+ 461.

Sources & evidence

ORD record
ord-557d74e7719c48a2b0a72e7f33fabf14
Source dataset
uspto-grants-2010_07
Patent number
US07750154B2

Reaction notes

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