Potassium Carbonate → HCID 178477358, compound

HRID 474813Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15](Cl)[CH3:16])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19].C([O-])([O-])=O.[K+].[K+].[CH3:28][N:29]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]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]([CH:15]([S:41][C:38]3[NH:39][CH:40]=[C:35]([CH2:34][C:32]4[CH:31]=[N:30][N:29]([CH3:28])[CH:33]=4)[C:36](=[O:42])[N:37]=3)[CH3:16])=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]

Participants

Conditions

Temperature: 130 °C

Procedure

To a suspension of 1-chloro-4-{[4-(1-chloroethyl)phenyl]oxy}-2-(trifluoromethyl)benzene (150 mg, 0.448 mmol) and K2CO3 (124 mg, 0.895 mmol) in DMF (3 mL) was added 5-[(1-methyl-1H-pyrazol-4-yl)methyl]-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone (99 mg, 0.448 mmol). The mixture was heated with a microwave reactor at 130° C. for 15 min. Purification via reverse phase flash chromatography and MDAP then afforded the title compound (13 mg, 5.58% yield). LCMS: rt=3.65 min, [M+H+]=521

Workup

customPurification via reverse phase flash chromatography and MDAP

Sources & evidence

ORD record: ord-5daf8871fe554ee2b6e7b0ae5d2d4dd9
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08637536B2

Reaction notes

Loading…