Triethyl orthoacetate → HCID 13669935, compound

HRID 256322Notes

Reaction equation

HRID 256322 reaction equation
[CH2:1]([C:4]1[C:5]([O:18][CH3:19])=[N:6][C:7]2[N:8]([CH:11]=[C:12]([C:14]([NH:16][NH2:17])=[O:15])[N:13]=2)[C:9]=1[CH3:10])[CH:2]=[CH2:3].[C:20](OCC)(OCC)(OCC)[CH3:21]>>[CH2:1]([C:4]1[C:5]([O:18][CH3:19])=[N:6][C:7]2[N:8]([CH:11]=[C:12]([C:14]3[O:15][C:20]([CH3:21])=[N:17][N:16]=3)[N:13]=2)[C:9]=1[CH3:10])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 13669934HCID 13669934, compound

Product 1

HCID 13669935HCID 13669935, compound

Procedure

A mixture of 3.58 g of 6-allyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carbohydrazide and 25 cm3of triethyl orthoacetate was heated at 150°-180° C. for 16 hours. The mixture was then cooled and evaporated to dryness and the resulting crude product purified by flash chromatography to obtain 1.47 g of 6-allyl-7-methoxy-5-methyl-2-(5-methyl-1,3,4-oxadiazol-2-yl)imidazo[1,2-a]pyrimidine.

Workup

  1. temperaturewas heated at 150°-180° C. for 16 hours
  2. temperatureThe mixture was then cooled
  3. customevaporated to dryness
  4. customthe resulting crude product purified by flash chromatography

Sources & evidence

ORD record
ord-b1bf90c3f02c4976be2cbc24bed6a688
Source dataset
uspto-grants-1987_10
Patent number
US04703049

Reaction notes

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