3-Hydroxypyridine → Methyl-phenyl-carbamic Acid 4-(pyridin-3-yloxymethyl)-phenyl Ester

HRID 1831438Notes

Reaction equation

HRID 1831438 reaction equation
[OH: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.O[C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1>>[N:23]1[CH:24]=[CH:25][CH:26]=[C:21]([O:1][CH2:2][C:3]2[CH:4]=[CH:5][C:6]([O:9][C:10](=[O:19])[N:11]([CH3:18])[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:7][CH:8]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 79713-HydroxypyridineHCID 69518671Methyl-phenyl-carbamic Acid 4-hydroxymethyl-phenyl Ester

Product 1

HCID 69519278Methyl-phenyl-carbamic Acid 4-(pyridin-3-yloxymethyl)-phenyl EsterYield 43%

Procedure

The title compound was prepared in 43% yield as an oil using methyl-phenyl-carbamic acid 4-hydroxymethyl-phenyl ester and 3-hydroxypyridine. 1H NMR (400 MHz; CDCl3): δ 3.44 (br s, 3H), 5.12 (s, 2H), 7.17 (br s, 2H), 7.27–7.46 (m, 9H), 8.29 (br s, 1H), 8.49 (br s, 1H); HPLC-MS: m/z=335.0 (M+1); Rt=2.74 min.

Sources & evidence

ORD record
ord-d4c2742796e449d181a83ec693efea0f
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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