Potassium Carbonate → HCID 71236713, compound

HRID 920410Notes

Reaction equation

HRID 920410 reaction equation
Cl[C:2]1[CH:12]=[C:6]2[N:7]([CH3:11])[CH2:8][CH2:9][CH2:10][N:5]2[C:4](=[O:13])[N:3]=1.[C:14]1([CH2:20][CH2:21][SH:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH3:11][N:7]1[CH2:8][CH2:9][CH2:10][N:5]2[C:4](=[O:13])[N:3]=[C:2]([S:22][CH2:21][CH2:20][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:12]=[C:6]12

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 781262-PhenylethanethiolHCID 717434718-Chloro-1-methyl-3,4-dihydro-1H-pyrimido[1,6-A]pyrimidin-6(2H)-one

Product 1

HCID 71236713HCID 71236713, compoundYield 46.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 8-chloro-1-methyl-3,4-dihydro-1H-pyrimido[1,6-a]pyrimidin-6(2H)-one (100 mg, 0.501 mmol) and 2-phenylethanethiol (83 mg, 0.601 mmol) in dimethyl sulfoxide (DMSO) (3 mL) was added K2CO3 (208 mg, 1.503 mmol). The reaction mixture was stirred at 100° C. for 16 hr. The crude product was purified by Prep-HPLC to afford 70 mg title product.

Workup

  1. customThe crude product was purified by Prep-HPLC

Sources & evidence

ORD record
ord-10c6a6011a2e4248a6c0c402a81b983b
Source dataset
uspto-grants-2016_03
Patent number
US09273054B2

Reaction notes

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