Potassium Carbonate → HCID 178509885, compound

HRID 706064Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18]I)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:20]([F:23])([F:22])[F:21].C([O-])([O-])=O.[K+].[K+].[N:30]1[CH:35]=[C:34]([CH2:36][C:37]2[C:38](=[O:44])[NH:39][C:40](=[S:43])[NH:41][CH:42]=2)[CH:33]=[N:32][CH:31]=1>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][S:43][C:40]3[NH:41][CH:42]=[C:37]([CH2:36][C:34]4[CH:33]=[N:32][CH:31]=[N:30][CH:35]=4)[C:38](=[O:44])[N:39]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:20]([F:23])([F:22])[F:21]

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-(2-iodoethyl)benzonitrile (200 mg, 0.443 mmol), K2CO3 (122 mg, 0.886 mmol), and 5-(5-pyrimidinylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone (107 mg, 0.487 mmol) in DMF (4 mL) was heated with a microwave reactor at 60° C. for 15 min. Purification via reverse phase flash chromatography then afforded the title compound (148 mg, 61.4% yield). LCMS: rt=3.34 min, [M+H+]=544

Workup

customPurification via reverse phase flash chromatography

Sources & evidence

ORD record: ord-20124b1ffe7247acbe5c227dd5eaf32d
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

Loading…