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

HRID 564733Notes

Reaction equation

HRID 564733 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]([C:33]#[N:34])=[CH:31][N:30]=[CH:29][N:28]=1>>[C:33]([C:32]1[C:27]([NH:26][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])=[N:28][CH:29]=[N:30][CH:31]=1)#[N:34]

Participants

3

Reactant 2

HCID 7372084-Amino-5-pyrimidinecarbonitrileHCID 541193452-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester

Product 1

HCID 443653302-Ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid (5-cyanopyrimidin-4-yl)amideYield 58.2%

Procedure

Starting from 2-ethyl-7-methoxyfuro[2,3-c]pyridine-4-carboxylic acid 4-nitrophenyl ester (200 mg) and 4-aminopyrimidine-5-carbonitrile (84 mg). Purification by trituration with ethyl acetate and methanol gave the title compound (110 mg) as an off white solid.

Workup

  1. customPurification by trituration with ethyl acetate and methanol

Sources & evidence

ORD record
ord-1f803e18aa6941ada2a94ee8434d3e23
Source dataset
uspto-grants-2001_01
Patent number
US06169090A

Reaction notes

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