Potassium Acetate → HCID 178437180, compound

HRID 706032Notes

Reaction equation

[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15](=[NH:17])[NH2:16])=[CH:9][CH:8]=1.[OH:23][CH:24]=[C:25]([CH2:30][CH3:31])[C:26](OC)=O.C([O-])(=O)C.[K+]>C1COCC1>[CH2:30]([C:25]1[C:24](=[O:23])[N:17]=[C:15]([CH2:14][CH2:13][C:10]2[CH:9]=[CH:8][C:7]([O:6][C:5]3[CH:18]=[CH:19][CH:20]=[C:3]([C:2]([F:21])([F:22])[F:1])[CH:4]=3)=[CH:12][CH:11]=2)[NH:16][CH:26]=1)[CH3:31]

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 3-(4-(3-(trifluoromethyl)phenoxy)phenyl)propanimidamide (200 mg, 0.580 mmol) in THF (4 mL) were added methyl 2-(hydroxymethylene)butanoate (151 mg, 0.580 mmol) and potassium acetate (171 mg, 1.740 mmol). The mixture was stirred with a microwave condition at 100° C. for 1 h under nitrogen. The reaction mixture was cooled to room temperature; the solvent was removed in vacuo. The residue was purified MDAP to afford the title compound (36.7 mg, 16.29% yield) as a white solid. LCMS: rt=1.67 min, [M+H]=389.

Workup

temperatureThe reaction mixture was cooled to room temperature
customthe solvent was removed in vacuo
customThe residue was purified MDAP

Sources & evidence

ORD record: ord-bf84248b87d14ea98e549ce5539e1a01
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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