Methylamine → HCID 76281353, compound

Temperature

27.5 °C

To a stirred solution of 59 (10 g, 31.2 mmol) in acetonitrile (20 mL) was added sodium bicarbonate (2.62 g, 31.2 mmol) and followed by mono methyl amine (40% in water) (30 mL, 3 vol) at 25-30° C. The reaction mixture was stirred for 3 hour at 25-30° C.; the reaction was monitored by TLC. The solid obtained in the reaction mixture was filtered under vacuum. The solvent was concentrated, diluted with ethyl acetate/water and stirred for 15 minutes at 25-30° C. The aqueous and organic layers were separated, and the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine solution, dried over Na2SO4 and concentrated under vacuum to afford crude 60 (7 g, yield: 82.3%) as a liquid

1. customThe solid obtained in the reaction mixture
2. filtrationwas filtered under vacuum
3. concentrationThe solvent was concentrated
4. additiondiluted with ethyl acetate/water
5. stirringstirred for 15 minutes at 25-30° C
6. customThe aqueous and organic layers were separated
7. extractionthe aqueous layer was extracted with ethyl acetate (2×10 mL)
8. washThe combined organic layers were washed with brine solution
9. dry with materialdried over Na2SO4
10. concentrationconcentrated under vacuum

ORD record

ord-218b76e9203544518218aac5b64a18ff

Source dataset

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08900625B2