Potassium Carbonate → HCID 178509699, compound

HRID 474828Notes

Reaction equation

HRID 474828 reaction equation
[O:1]=[C:2]1[C:7]([CH2:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)=[CH:6][NH:5][C:4](=[S:17])[NH:3]1.C([O-])([O-])=O.[K+].[K+].[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]2[CH:37]=[CH:36][C:35]([CH2:38][CH2:39]I)=[CH:34][CH:33]=2)=[CH:27][C:26]=1[C:41]([F:44])([F:43])[F:42]>CC(C)=O>[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]2[CH:33]=[CH:34][C:35]([CH2:38][CH2:39][S:17][C:4]3[NH:5][CH:6]=[C:7]([CH2:8][C:9]4[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=4)[C:2](=[O:1])[N:3]=3)=[CH:36][CH:37]=2)=[CH:27][C:26]=1[C:41]([F:42])([F:43])[F:44]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677753594-Chloro-3-(trifluoromethyl)phenyl 4-(2-iodoethyl)phenyl etherHCID 86666218HCID 86666218, compound

Product 1

HCID 178509699HCID 178509699, compoundYield 604.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a suspension of 4-[(4-oxo-2-thioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)methyl]benzonitrile (40 mg, 0.164 mmol) and K2CO3 (25 mg, 0.181 mmol) in Acetone (5 mL), which was stirred at room temperature for 5 min was added 1-chloro-4-{[4-(2-iodoethyl)phenyl]oxy}-2-(trifluoromethyl)benzene (42 mg, 0.098 mmol) under argon. The mixture was heated with a microwave reactor at 80° C. for 45 min. Purification via MDAP then afforded the title compound (321 mg, 37.4% yield). LCMS: rt=4.07 min, [M+H+]=542

Workup

  1. temperatureThe mixture was heated with a microwave reactor at 80° C. for 45 min
  2. customPurification via MDAP

Sources & evidence

ORD record
ord-1b9e5b30501441618471c7db9d9c18bb
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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