4-Amino-3,5-dichloropyridine → 2-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid (3,5-dichloropyridin-4-yl)amide

HRID 564730Notes

Reaction equation

HRID 564730 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[C:32]([Cl:33])=[CH:31][N:30]=[CH:29][C:28]=1[Cl:34]>>[Cl:34][C:28]1[CH:29]=[N:30][CH:31]=[C:32]([Cl:33])[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 898884-Amino-3,5-dichloropyridineHCID 541193452-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester

Product 1

HCID 867561862-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid (3,5-dichloropyridin-4-yl)amideYield 74.8%

Procedure

Starting from 2-ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester (0.20 g) and 4-amino-3,5-dichloropyridine (0.11 g). Purification by trituration with ether gave the title compound (0.16 g) as a white solid.

Workup

  1. customPurification by trituration with ether

Sources & evidence

ORD record
ord-3a2b10331b704efe96754c1f25328f11
Source dataset
uspto-grants-2001_01
Patent number
US06169090A

Reaction notes

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