Potassium Carbonate → HCID 178494139, compound

HRID 706083Notes

Reaction equation

[C:1](=[NH:24])([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]=2)=[C:8]([F:23])[CH:7]=1)[NH2:2].[OH:25]/[CH:26]=[C:27](\[CH2:32][C:33]1[CH:34]=[N:35][C:36]([O:39][CH3:40])=[N:37][CH:38]=1)/[C:28](OC)=O.C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[F:23][C:8]1[CH:7]=[C:6]([CH2:5][CH2:4][O:3][C:1]2[NH:2][CH:28]=[C:27]([CH2:32][C:33]3[CH:34]=[N:35][C:36]([O:39][CH3:40])=[N:37][CH:38]=3)[C:26](=[O:25])[N:24]=2)[CH:11]=[CH:10][C:9]=1[O:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:20])[F:21])[N:14]=1

Participants

Conditions

Temperature: 160 °C

Procedure

A mixture of 2-(3-fluoro-4-{[6-(trifluoromethyl)-2-pyridinyl]oxy}phenyl)ethyl imidocarbamate (44 mg, 0.089 mmol), methyl (2E)-3-hydroxy-2-{[2-(methyloxy)-5-pyrimidinyl]methyl}-2-propenoate (30.1 mg, 0.134 mmol), and K2CO3 (37.1 mg, 0.268 mmol) in NMP (15 mL) was heated with a microwave reactor at 160° C. for 1 h. Purification via reverse phase flash chromatography then afforded the title compound (10 mg, 21.63% yield). LCMS: rt=3.13 min, [M+H]=518

Workup

customPurification via reverse phase flash chromatography

Sources & evidence

ORD record: ord-d8a2195e7afc47b1bfac5df67871ce0f
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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