1-(2-Bromo-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene → 1-(2-Amino-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene

HRID 613007Notes

Reaction equation

HRID 613007 reaction equation
Br[C:2]1[CH:7]=[C:6]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=3)[CH:11]=[C:10]([CH2:22][OH:23])[C:9]=2[CH2:24][OH:25])[CH:5]=[CH:4][N:3]=1.C1(=O)[NH:30]C(=O)C2=CC=CC=C12.[K]>>[NH2:30][C:2]1[CH:7]=[C:6]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=3)[CH:11]=[C:10]([CH2:22][OH:23])[C:9]=2[CH2:24][OH:25])[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 106925601-(2-Bromo-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthaleneHCID 24194345Phthalimide potassium salt

Product 1

HCID 220074241-(2-Amino-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene

Procedure

1-(2-Bromo-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene and potassium phthalimide are treated in the same manner as in Example 6-(2) to give 1-(2-amino-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene which is a hydrolysis product of 1-(2-phthalimide-4-pyridyl)-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene and listed in Table 6.

Sources & evidence

ORD record
ord-27e3dae40f43492f82eb44ad6d3f7ab1
Source dataset
uspto-grants-1999_12
Patent number
US06005106

Reaction notes

Loading…