Potassium Carbonate → HCID 178494159, compound

HRID 706059Notes

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].[CH3:22][O:23][C:24]1[N:29]=[CH:28][C:27]([CH2:30][C:31]2[C:32](=[O:38])[NH:33][C:34](=[S:37])[NH:35][CH:36]=2)=[CH:26][N:25]=1.C([O-])([O-])=O.[K+].[K+]>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:37][C:34]3[NH:35][CH:36]=[C:31]([CH2:30][C:27]4[CH:28]=[N:29][C:24]([O:23][CH3:22])=[N:25][CH:26]=4)[C:32](=[O:38])[N:33]=3)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 1-chloro-4-{[4-(2-iodoethyl)phenyl]oxy}-2-(trifluoromethyl)benzene (400 mg, 0.938 mmol), 5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone (258 mg, 1.031 mmol) and K2CO3 (259 mg, 1.875 mmol) in DMF (3 mL) was heated with a microwave reactor at 50° C. for 15 min. Purification via reverse phase flash chromatography then afforded the title compound (44 mg, 0.080 mmol, 8.55% yield). LCMS: rt=3.76 min, [M+H+]=549

Workup

customPurification via reverse phase flash chromatography

Sources & evidence

ORD record: ord-4c8fbf5b2f6d43bc8f30bab1f8896a5b
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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