Potassium Carbonate → HCID 178518548, compound

HRID 474829Notes

Reaction equation

HRID 474829 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16]I)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19].C([O-])([O-])=O.[K+].[K+].[N:28]1[CH:33]=[C:32]([CH2:34][C:35]2[C:36](=[O:42])[NH:37][C:38](=[S:41])[NH:39][CH:40]=2)[CH:31]=[N:30][CH:29]=1>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][S:41][C:38]3[NH:39][CH:40]=[C:35]([CH2:34][C:32]4[CH:31]=[N:30][CH:29]=[N:28][CH:33]=4)[C:36](=[O:42])[N:37]=3)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 109660395-(Pyrimid-5-ylmethyl)-2-thiouracilHCID 677753594-Chloro-3-(trifluoromethyl)phenyl 4-(2-iodoethyl)phenyl ether

Product 1

HCID 178518548HCID 178518548, compoundYield 24.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1-chloro-4-{[4-(2-iodoethyl)phenyl]oxy}-2-(trifluoromethyl)benzene (50 mg, 0.117 mmol), K2CO3 (32.4 mg, 0.234 mmol), and 5-(5-pyrimidinylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone (26 mg, 0.118 mmol) in DMF (1 mL) was heated with a microwave reactor at 60° C. for 0.5 h. Purification via MDAP then afforded the title compound (15 mg, 24.66% yield). LCMS: rt=3.62 min, [M+H+]=519

Workup

  1. customPurification via MDAP

Sources & evidence

ORD record
ord-d2c64667bf084b5481471dedbc26ab25
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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