Potassium Carbonate → HCID 178494151, compound

HRID 706084Notes

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:14]=[N:15][C:16]([C:19]([F:22])([F:21])[F:20])=[N:17][CH:18]=2)=[C:8]([F:23])[CH:7]=1)[NH2:2].FC(F)(F)C([O-])=O.[CH:32]([CH:34]([CH2:39][C:40]1[CH:41]=[N:42][C:43]([O:46][CH3:47])=[N:44][CH:45]=1)[C:35](OC)=O)=[O:33].C([O-])([O-])=O.[K+].[K+]>O1CCOCC1>[F:23][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][C:9]=1[O:12][C:13]1[CH:14]=[N:15][C:16]([C:19]([F:20])([F:22])[F:21])=[N:17][CH:18]=1)[CH2:5][CH2:4][O:3][C:1]1[NH:2][CH:35]=[C:34]([CH2:39][C:40]2[CH:41]=[N:42][C:43]([O:46][CH3:47])=[N:44][CH:45]=2)[C:32](=[O:33])[N:24]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To the solution of 3-fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenethyl carbamimidate, trifluoroacetate (50 mg, 0.109 mmol) and methyl 2-formyl-3-(2-methoxypyrimidin-5-yl)propanoate (30 mg, 0.134 mmol) in 1,4-dioxane (1 mL) was added K2CO3 (60 mg, 0.434 mmol). The mixture was heated with a microwave reactor at 100° C. for 0.5 h. Purification via MDAP then afforded the title compound (13.5 mg, 23.82 yield). LCMS: rt=2.97 min, [M+H+]=519

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-184ede2405b54f12ab158864968d76ba
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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