Methyl-phenyl-carbamic Acid 4-hydroxymethyl-phenyl Ester → Methyl-phenyl-carbamic Acid 4-(2-oxo-2H-pyridin-1-ylmethyl)-phenyl Ester

HRID 1180060Notes

Reaction equation

HRID 1180060 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][CH:24]=[CH:23][N:22]=1>>[O:20]=[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]1[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

Participants

3

Reactant 2

HCID 69518671Methyl-phenyl-carbamic Acid 4-hydroxymethyl-phenyl EsterHCID 178516071HCID 178516071, compound

Product 1

HCID 69518928Methyl-phenyl-carbamic Acid 4-(2-oxo-2H-pyridin-1-ylmethyl)-phenyl EsterYield 66%

Procedure

The title compound was prepared in 66% yield as an oil using methyl-phenyl-carbamic acid 4-hydroxymethyl-phenyl ester and 2-hydroxypyridine. 1H NMR (400 MHz; CDCl3): δ 3.42 (br s, 3H), 5.12 (s, 2H), 6.13 (t, 1H), 6.60 (d, 1H), 7.10 (br s, 2H), 7.22-7.41 (m, 9H); HPLC-MS: m/z=335.2 (M+1); Rt=2.97 min.

Sources & evidence

ORD record
ord-3681dd705bf8459d94e5c81edcdd9198
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

Loading…