2-(Methylamino)ethanol → HCID 57663183, compound

DIPEA (0.68 mL, 3.9 mmol) was added to a solution of 2,3,4-trifluorobenzoyl chloride (500 mg, 2.6 mmol) in DCM (5 mL) followed by the addition of N-methylethanolamine (0.31 mL, 3.9 mmol). The mixture was stirred for 20 hours. The solution was diluted with methanol (10 mL) and passed through an ISOLUTE® SCX-2 SPE column. The solution was evaporated. The residue was dissolved in DMF and sodium hydride (60% dispersion in mineral oil, 0.11 g, 2.7 mmol) was added portionwise over 5 minutes. The resulting mixture was stirred for 20 hours. Water (100 mL) was added dropwise and the mixture was extracted with ether (3×200 mL). Combined ethereal extracts were dried (MgSO4) and evaporated. The residue was purified by column chromatography (eluting with 1:1 ethyl acetate:isohexane to neat ethyl acetate) to afford the title compound (117 mg, 20%) as a colourless solid.

1. customThe solution was evaporated
2. dissolutionThe residue was dissolved in DMF
3. stirringThe resulting mixture was stirred for 20 hours
4. extractionthe mixture was extracted with ether (3×200 mL)
5. dry with materialwere dried (MgSO4)
6. customevaporated
7. customThe residue was purified by column chromatography (eluting with 1:1 ethyl acetate:isohexane to neat ethyl acetate)

ORD record

ord-b45d8d43704e422eb09e2c1f9e231196

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07943607B2