Potassium Carbonate → HCID 19095854, compound

HRID 486625Notes

Reaction equation

HRID 486625 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]1[N:17]=[N:18][N:19](CCCC=CC)[N:20]=1)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].Br[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[C:36]([C:41]#[N:42])=[CH:37][CH:38]=[CH:39][CH:40]=2)=[CH:31][CH:30]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([C:5]1[N:14]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]3[C:36]([C:41]#[N:42])=[CH:37][CH:38]=[CH:39][CH:40]=3)=[CH:31][CH:30]=2)[C:13](=[O:15])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:16]3[N:17]([CH2:10][CH2:11][CH2:12][CH2:7][CH:8]=[CH2:9])[N:18]=[N:19][N:20]=3)[CH:11]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15019124'-(Bromomethyl)-2-cyanobiphenylHCID 178444731HCID 178444731, compound

Product 1

HCID 19095854HCID 19095854, compoundYield 175.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1.7 g of 2-butyl-6-[2-(4-hexenyl)-2H-tetrazol-5-yl]-4(1H)-quinazolinone, 1.9 g of 4'-(bromomethyl)[1,1'-biphenyl]-2-carbonitrile and 3.0 g of potassium carbonate in 100 ml of acetone is refluxed for 24 hours. The reaction mixture is filtered and the filtrate evaporated to a residue which is purified by chromatography on silica gel by elution with 30% ethyl acetate-hexanes to give 2.3 g of the desired product as a yellow foam.

Workup

  1. temperatureis refluxed for 24 hours
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate evaporated to a residue which
  4. customis purified by chromatography on silica gel by elution with 30% ethyl acetate-hexanes

Sources & evidence

ORD record
ord-fae459ef24834477add5cc8846b5a185
Source dataset
uspto-grants-1994_03
Patent number
US05292742

Reaction notes

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