Methyl-phenyl-carbamic Acid 4-hydroxymethyl-phenyl Ester → Methyl-phenyl-carbamic Acid 4-(4-oxo-4H-pyridin-1-ylmethyl)-phenyl Ester
Reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10](=[O:19])[N:11]([CH3:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.[OH:20][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1>>[O:20]=[C:21]1[CH:26]=[CH:25][N:24]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([O:9][C:10](=[O:19])[N:11]([CH3:18])[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:5][CH:4]=2)[CH:23]=[CH:22]1Participants
3
Procedure
The title compound was prepared in 33% yield as colorless crystals using methyl-phenyl-carbamic acid 4-hydroxymethyl-phenyl ester and 4-hydroxypyridine. 1H NMR (400 MHz; CDCl3): δ 3.43 (br s, 3H), 4.92 (s, 2H), 6.43 (d, 2H), 7.17 (br s, 4H), 7.22-7.42 (m, 9H); HPLC-MS: m/z=335.0 (M+1); Rt=2.55 min.
Sources & evidence
- ORD record
- ord-1f23459a6af04c739e7903c64147855b
- Source dataset
- uspto-grants-2007_10
- Patent number
- US07279470B2
Reaction notes
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