Diphenyl Ether → HCID 178519681, compound

HRID 1287625Notes

Reaction equation

HRID 1287625 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]([NH:12][CH:13]=[C:14]([C:20](=[O:27])[C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)[C:15]([O:17]CC)=O)=[CH:10][CH:9]=[N:8]1.C1(OC2C=CC=CC=2)C=CC=CC=1>CCOCC>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]2=[N:12][CH:13]=[C:14]([C:20]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[O:27])[C:15]([OH:17])=[C:10]2[CH:9]=[N:8]1

Participants

4

Reactant 2

HCID 7583Diphenyl EtherHCID 178471954HCID 178471954, compound

Product 1

HCID 178519681HCID 178519681, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

7.3 g. of α-[[[1-(2-furanylmethyl)- 1H-pyrazol-5-yl]-amino]methylene]-β-oxo-3-pyridinepropanoic acid, ethyl ester (0.02 mol.) are heated in 20 ml. of diphenylether at 250° for 10 minutes. The mixture is cooled to room temperature and 20 ml. of ether are added. The product, [1-(2-furanylmethyl)-4-hydroxy-1H-pyrazolo]3,4 -b]pyridin-5-yl]-3-pyridylmethanone precipitates and is recrystallized from butyl alcohol, yield 3.8 g. (60%); m.p. 152°-153°.

Workup

  1. customThe product, [1-(2-furanylmethyl)-4-hydroxy-1H-pyrazolo]3,4 -b]pyridin-5-yl]-3-pyridylmethanone precipitates
  2. customis recrystallized from butyl alcohol, yield 3.8 g

Sources & evidence

ORD record
ord-0451106186db475e8b467e8b30164fdf
Source dataset
uspto-grants-1976_10
Patent number
US03985757

Reaction notes

Loading…