Potassium Carbonate → HCID 178494146, compound

HRID 706080Notes

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

Participants

Conditions

Temperature: 80 °C

Procedure

To the solution of 4-((5-chloro-6-(trifluoromethyl)pyridin-2-yl)oxy)phenethyl carbamimidate, trifluoroacetate (250 mg, 0.264 mmol) and methyl 2-formyl-3-(2-methoxypyrimidin-5-yl)propanoate (71.1 mg, 0.317 mmol) in 1,4-dioxane (2 mL) was added K2CO3 (110 mg, 0.793 mmol). The mixture was heated with a microwave reactor at 80° C. for 0.5 h. Purification via MDAP then afforded the title compound (3.6 mg, 6.74 mol, 2.55% yield). LCMS: rt=3.31 min, [M+H+]=534

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-46913f2f69e7470a94f6b419a155576f
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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