1-AMINOPYRIDIN-2(1H)-ONE → 2,2,3-Trimethyl-4-(1,2-dihydro-2-oxo-1-pyridyl-amino)-6-cyano-3-chromanol

HRID 2255047Notes

Reaction equation

HRID 2255047 reaction equation
[NH2:1][N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=[O:8].[CH3:9][C:10]1([CH3:24])[C:19]2([CH3:21])[O:20][CH:18]2[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:22]#[N:23])[CH:16]=2)[O:11]1>>[CH3:9][C:10]1([CH3:24])[C:19]([CH3:21])([OH:20])[CH:18]([NH:1][N:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]2=[O:8])[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:22]#[N:23])[CH:16]=2)[O:11]1

Participants

3

Reactant 2

HCID 44161921-AMINOPYRIDIN-2(1H)-ONEHCID 159254762,2,3-Trimethyl-3,4-epoxy-6-cyanochroman

Product 1

HCID 197397132,2,3-Trimethyl-4-(1,2-dihydro-2-oxo-1-pyridyl-amino)-6-cyano-3-chromanol

Procedure

A mixture of 1.1 g of 1-amino-1,2-dihydropyridin-2-one and 3.1 g of 2,2,3-trimethyl-3,4-epoxy-6-cyanochroman is heated to the melting point and stirred at this temperature for 8 hours. The residue is purified by column chromatography (dichloromethane/ethyl acetate; silica gel). 2,2,3-Trimethyl-4-(1,2-dihydro-2-oxo-1-pyridyl-amino)-6-cyano-3-chromanol, m.p. 184°-187°, is obtained.

Workup

  1. temperatureis heated to the melting point
  2. customThe residue is purified by column chromatography (dichloromethane/ethyl acetate; silica gel)

Sources & evidence

ORD record
ord-a5cf39ff7fa44b3c81ae0236b23fa86f
Source dataset
uspto-grants-1993_08
Patent number
US05238937

Reaction notes

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