Hydrochloric Acid → cyclopropyl-(S)-1-pyrrolidin-2-ylmethyl-amine

HRID 1359748노트

반응식

HRID 1359748 반응식
[CH:1]1([NH:4][C:5]([C@@H:7]2[CH2:11][CH2:10][CH2:9][NH:8]2)=O)[CH2:3][CH2:2]1.Cl>C1COCC1>[CH:1]1([NH:4][CH2:5][C@@H:7]2[CH2:11][CH2:10][CH2:9][NH:8]2)[CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 22691330(2S)-N-Cyclopropylpyrrolidine-2-carboxamide

생성물 1

HCID 69869739cyclopropyl-(S)-1-pyrrolidin-2-ylmethyl-amine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of (S)-pyrrolidine-2-carboxylic acid cyclopropylamide (3.4 mmol) in THF (5 mL) at 0° C. was added BH3 (6.3 mL, 1 M in THF) dropwise. It was then warmed to room temperature and heated to reflux for 20 hours. The cooled reaction was acidified with 3M HCl (2.5 mL) and stirred at 75° C. for 10 minutes. The reaction was concentrated and the residue was basified with 2M NaOH. It was then extracted with 10% of methanol in dichloromethane. The organic layer was dried and concentrated to give a yellow oil of cyclopropyl-(S)-1-pyrrolidine-2-ylmethyl-amine.

후처리

  1. temperatureheated
  2. temperatureto reflux for 20 hours
  3. customThe cooled reaction
  4. concentrationThe reaction was concentrated
  5. extractionIt was then extracted with 10% of methanol in dichloromethane
  6. customThe organic layer was dried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-69d6661259464c229dbab9ee62f49bc3
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06599902B2

반응 노트

불러오는 중…