3-Pyridinemethanol → 3-chloro-4-(pyridin-3-ylmethoxy)aniline

HRID 1829907Notes

Reaction equation

HRID 1829907 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([Cl:9])[CH:3]=1.O[CH2:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.ClC1C=C(N)C=CC=1OCC1C=CC=CN=1>>[Cl:9][C:4]1[CH:3]=[C:2]([NH2:1])[CH:7]=[CH:6][C:5]=1[O:8][CH2:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 75103-PyridinemethanolHCID 775784-Amino-2-chlorophenolHCID 167812123-Chloro-4-(2-pyridylmethoxy)aniline

Product 1

HCID 167941443-chloro-4-(pyridin-3-ylmethoxy)anilineYield 51.4%

Procedure

Compound 2A (0.84 g, 51%) was prepared from 4-amino-2-chloro-phenol (1.0 g, 6.96 mmol), 3-hydroxymethylpyridine (1.52 g, 13.9 mmol) by a route analogous to that used for the preparation of 1C.

Sources & evidence

ORD record
ord-d705ea6b943c4f65a5ce3468b63f52f5
Source dataset
uspto-grants-2006_06
Patent number
US07064203B2

Reaction notes

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