Triethyl orthoacetate → HCID 9977142, compound

HRID 1708410Notes

Reaction equation

HRID 1708410 reaction equation
[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]=[C:6]([NH:11][NH2:12])[C:5]=1[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]#[N:27])=[CH:16][CH:15]=1)[CH2:2][CH3:3].[C:28](OCC)(OCC)(OCC)[CH3:29]>>[CH2:1]([C:4]1[N:9]=[C:28]([CH3:29])[N:11]2[N:12]=[C:8]([CH3:10])[N:7]=[C:6]2[C:5]=1[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]#[N:27])=[CH:16][CH:15]=1)[CH2:2][CH3:3]

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 10473537HCID 10473537, compound

Product 1

HCID 9977142HCID 9977142, compound

Procedure

6 g of 6-n-propyl-2-methyl-4-hydrazino-5-[(2'-cyano-4-biphenylyl)methyl]pyrimidine, prepared in Example 12, are heated to 90° C. for 5 hours in 100 ml of triethyl orthoacetate. The mixture is then evaporated under vacuum and the residue is taken up in 75 ml of formic acid. The solution obtained is heated to reflux for 5 hours, the formic acid is then evaporated off under vacuum and the residue is crystallised in an ether/pentane mixture to give 5 g of 7-n-propyl-2,5-dimethyl-8-[(2'-cyano-4biphenylyl)methyl]-1,2,4-triazolo[1,5-c]pyrimidine in the form of crystals of melting point 132° C.

Workup

  1. customThe mixture is then evaporated under vacuum
  2. customThe solution obtained
  3. temperatureis heated
  4. temperatureto reflux for 5 hours
  5. customthe formic acid is then evaporated off under vacuum
  6. customthe residue is crystallised in an ether/pentane mixture

Sources & evidence

ORD record
ord-88d9c1099cc84c14ad9e6565d1f85bc0
Source dataset
uspto-grants-1994_10
Patent number
US05358950

Reaction notes

Loading…