3-Methoxy-4-aminopyridine → 2-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid (3-methoxypyridin-4-yl)amide

HRID 564734Notes

Reaction equation

HRID 564734 reaction equation
[N+](C1C=CC(O[C:11]([C:13]2[C:14]3[CH:23]=[C:22]([CH2:24][CH3:25])[O:21][C:15]=3[C:16]([O:19][CH3:20])=[N:17][CH:18]=2)=[O:12])=CC=1)([O-])=O.[NH2:26][C:27]1[CH:32]=[CH:31][N:30]=[CH:29][C:28]=1[O:33][CH3:34]>>[CH3:34][O:33][C:28]1[CH:29]=[N:30][CH:31]=[CH:32][C:27]=1[NH:26][C:11]([C:13]1[C:14]2[CH:23]=[C:22]([CH2:24][CH3:25])[O:21][C:15]=2[C:16]([O:19][CH3:20])=[N:17][CH:18]=1)=[O:12]

Participants

3

Reactant 2

HCID 30167383-Methoxy-4-aminopyridineHCID 541193452-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester

Product 1

HCID 541720372-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid (3-methoxypyridin-4-yl)amideYield 86.1%

Procedure

Starting from 2-ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester (170 mg) and 4-amino-3-methoxypyridine (120 mg). Purification by column chromatography on silica eluting with ethyl acetate gave the title compound (0.14 g) as an off white solid.

Workup

  1. customPurification by column chromatography on silica eluting with ethyl acetate

Sources & evidence

ORD record
ord-dec932833ab24c1abd7ea02adfcc858b
Source dataset
uspto-grants-2001_01
Patent number
US06169090A

Reaction notes

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