Potassium Carbonate → HCID 178494138, compound

HRID 706071Notes

Reaction equation

[C:1](=[NH:23])([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)=[CH:8][CH:7]=1)[NH2:2].FC(F)(F)C([O-])=O.[CH:31]([CH:33]([CH2:38][C:39]1[CH:40]=[N:41][C:42]([O:45][CH3:46])=[N:43][CH:44]=1)[C:34](OC)=O)=[O:32].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[CH3:46][O:45][C:42]1[N:41]=[CH:40][C:39]([CH2:38][C:33]2[C:31](=[O:32])[N:23]=[C:1]([O:3][CH2:4][CH2:5][C:6]3[CH:7]=[CH:8][C:9]([O:12][C:13]4[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]=4)=[CH:10][CH:11]=3)[NH:2][CH:34]=2)=[CH:44][N:43]=1

Participants

Conditions

Temperature: 130 °C

Procedure

To the solution of 4-((6-(trifluoromethyl)pyridin-2-yl)oxy)phenethyl carbamimidate, Trifluoroacetate (200 mg, 0.456 mmol) and methyl 2-formyl-3-[2-(methyloxy)-5-pyrimidinyl]propanoate (205 mg, 0.913 mmol) in NMP (3 mL) was added K2CO3 (252 mg, 1.825 mmol). The mixture was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound (14 mg, 6.14% yield). LCMS: rt=3.11 min, [M+H+]=500

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-18d5f35993044e7e9ffefe2ea2834e9a
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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