Hydrochloric Acid → N-((1S,3S,4R)-3-amino-4-ethylcyclopentyl)cyclopropanesulfonamide hydrochloride

HRID 1969815노트

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HRID 1969815 반응식
[CH2:1]([C@H:3]1[C@@H:7]([N:8]=C=O)[CH2:6][C@@H:5]([NH:11][S:12]([CH:15]2[CH2:17][CH2:16]2)(=[O:14])=[O:13])[CH2:4]1)[CH3:2].[ClH:18].CCOCC.CCOC(C)=O>O>[ClH:18].[NH2:8][C@@H:7]1[C@H:3]([CH2:1][CH3:2])[CH2:4][C@H:5]([NH:11][S:12]([CH:15]2[CH2:17][CH2:16]2)(=[O:14])=[O:13])[CH2:6]1

참가 물질

6

반응물 4

HCID 313Hydrochloric Acid2회HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 58557883N-((1S,3R,4S)-3-ethyl-4-isocyanatocyclopentyl)cyclopropanesulfonamide

생성물 1

HCID 67997976N-((1S,3S,4R)-3-amino-4-ethylcyclopentyl)cyclopropanesulfonamide hydrochloride수율 85%

시약·촉매·용매 1

HCID 962Water용매

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온도
100 °C

실험 절차

A mixture of N-((1S,3R,4S)-3-ethyl-4-isocyanatocyclopentyl)cyclopropanesulfonamide (0.972 g, 3.76 mmol) and aqueous HCl (6 N, 31.4 mL, 188 mmol) was heated at about 100° C. for about 60 h. Aqueous HCl (12 N, 5 mL) was added and the reaction mixture was heated at about 100° C. for about 18 h. The reaction mixture was cooled to ambient temperature and concd under reduced pressure. The residue was treated with Et2O (10 mL) and EtOAc (10 mL). The mixture was concd under reduced pressure. Water (5 mL) was added and the sample was lyophilized to give N-((1S,3S,4R)-3-amino-4-ethylcyclopentyl)cyclopropane-sulfonamide hydrochloride (0.859 g, 85%) as a white solid: LC/MS (Table 1, Method a) Rt=1.28 min; MS m/z 233 (M+H)+.

후처리

  1. temperaturethe reaction mixture was heated at about 100° C. for about 18 h
  2. temperatureThe reaction mixture was cooled to ambient temperature

출처 및 근거

ORD 기록
ord-7af389feb57d4fc985f1fe65bbe68caf
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426411B2

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