Acetic Acid → HCID 66674145、化合物

Dissolve (R)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-ylamine (1.60 g, 6.63 mmol) in CH3OH (915 mL). Add (1-ethoxy-cyclopropoxy)-trimethyl-silane (2.7 mL, 13.49 mmol) and HOAc (1.9 mL, 33.15 mmol) and stir at RT for 3 h. Add NaBH3CN (4.2 g, 66.30 mmol) and reflux overnight. Cool the mixture to 0° C., quench with 2.0 M NaOH (15 mL), and dilute with H2O (100 mL). Extract with EtOAc (3×100 mL). Wash the combined organic layers with 1.0 M NaOH (50 mL), H2O (100 mL), and brine (50 mL). Dry the solution with Na2SO4, filter, and concentrate. Purify the crude material by chromatography, eluting with 0.5% Et3N, 5% CH3OH and 95% CHCl3 to give 1.20 g (56%) of the title compound. MS/ES m/z (79Br) 322 [M+H]+.

1. customquench with 2.0 M NaOH (15 mL)
2. additiondilute with H2O (100 mL)
3. extractionExtract with EtOAc (3×100 mL)
4. washWash the combined organic layers with 1.0 M NaOH (50 mL), H2O (100 mL), and brine (50 mL)
5. dry with materialDry the solution with Na2SO4
6. filtrationfilter
7. concentrationconcentrate
8. customPurify the crude material by chromatography
9. washeluting with 0.5% Et3N, 5% CH3OH and 95% CHCl3

ORDレコード

ord-38f2f760ba0b4edfb0065174a5ca6a2a

出典データセット

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08101764B2