Acetic Acid → (R)-tert-Butyl 3-(cyclopropylamino)pyrrolidine-1-carboxylate

To a solution of (R)-tert-butyl 3-aminopyrrolidine-1-carboxylate (400 mg, 2.15 mmol), (1-ethoxycyclopropoxy)trimethylsilane (1500 mg, 8.60 mmol) in methanol (30 mL) was added sodium cyanoborohydride (569 mg, 8.60 mmol) and acetic acid (0.2 mL). The mixture was stirred at reflux for 10 h. The volatiles were removed under reduced pressure. The residue was treated with water (20 mL) and extracted with ethyl acetate (3×30 mL). The combined extracts were washed with brine (3×10 mL), dried over anhydrous Na2SO4, filtered, and concentrated to give the title compound. MS (m/z): 227 (M+H)+.

1. temperatureat reflux for 10 h
2. customThe volatiles were removed under reduced pressure
3. additionThe residue was treated with water (20 mL)
4. extractionextracted with ethyl acetate (3×30 mL)
5. washThe combined extracts were washed with brine (3×10 mL)
6. dry with materialdried over anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated

ORDレコード

ord-50725f1ae329487eaa7e8374aaab6e08

出典データセット

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09346810B2