Potassium Carbonate → HCID 73415729, compound

HRID 987557

Reaction equation

HRID 987557 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][C:10]=2[Cl:16])[N:5]=[CH:4][N:3]=1.[Br:17][CH:18]=[CH:19][CH2:20]Br.C(=O)([O-])[O-].[K+].[K+].CCOC(C)=O.CCCC(C)C>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]([CH2:20][CH:19]=[CH:18][Br:17])[C:9]2[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][C:10]=2[Cl:16])[N:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 52010281,3-DibromopropeneHCID 180091384-Chloro-6-(2-chloro-5-methylanilino)pyrimidineHCID 21882781Isohexane ethyl acetate

Product 1

HCID 73415729HCID 73415729, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4-Chloro-6-(2-chloro-5-methylanilino)pyrimidine (Reference Example 12) (0.5 g, 1.97 mmol) and 1,3-dibromopropene [cis/trans mixture] (0.6 g, 3.0 mmol) were dissolved in NMP (2 ml). Anhydrous potassium carbonate (0.54 g, 4 mmol) was added and the mixture stirred at room temperature for seventeen hours. After aqueous work-up the product was obtained by column chromatography on silica gel using EtOAc/isohexane mixtures (0.68 g, 93%). M/z 372 (MH)+.

Workup

  1. customAfter aqueous work-up the product was obtained by column chromatography on silica gel

Sources & evidence

ORD record
ord-24a8e50c3f764c74a097464810f01362
Source dataset
uspto-grants-2003_10
Patent number
US06632820B1

Linked notes

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