3-Hydroxyazetidine → HCID 66919104, compound

HRID 2354179Notes

Reaction equation

HRID 2354179 reaction equation
[OH:1][CH:2]1[CH2:5][NH:4][CH2:3]1.[CH:6]1([NH:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([NH:18][C:19](=[O:30])[C:20]3[CH:25]=[C:24](F)[CH:23]=[CH:22][C:21]=3[N+:27]([O-:29])=[O:28])[CH:17]=2)=[O:11])[CH2:8][CH2:7]1>>[CH:6]1([NH:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([NH:18][C:19](=[O:30])[C:20]3[CH:25]=[C:24]([N:4]4[CH2:5][CH:2]([OH:1])[CH2:3]4)[CH:23]=[CH:22][C:21]=3[N+:27]([O-:29])=[O:28])[CH:17]=2)=[O:11])[CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 15142903-HydroxyazetidineHCID 669189745-fluoro-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-nitrobenzamide

Product 1

HCID 66919104HCID 66919104, 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 3-hydroxyazetidine was reacted with N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-fluoro-2-nitrobenzamide to give N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-(3-hydroxyazetidin-1-yl)-2-nitrobenzamide; NMR Spectrum: (DMSOd6) 0.55 (m, 2H), 0.67 (m, 2H), 2.28 (s, 3H), 2.84 (m, 1H), 3.79 (m, 2H), 4.29 (t, 2H), 4.63 (m, 1H), 5.82 (d, 1H), 6.48 (m, 2H), 7.28 (d, 1H), 7.56 (d, 1H), 7.95 (s, 1H), 8.04 (d, 1H), 8.37 (s, 1H), 9.87 (s, 1H); Mass Spectrum: M+Na+ 433.

Sources & evidence

ORD record
ord-92bfada1201f42d8893c846a8ccba4fd
Source dataset
uspto-grants-2010_07
Patent number
US07750154B2

Reaction notes

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