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Dichloromethane → (S)-2-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yloxy)ethanamine

HRID 874073
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반응식

HRID 874073 반응식
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]1[CH:8]=[C:9]([O:13][CH2:14][CH2:15][NH:16]C(=O)OC(C)(C)C)[CH:10]=[N:11][CH:12]=1.C(Cl)Cl>FC(F)(F)C(O)=O>[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]1[CH:8]=[C:9]([O:13][CH2:14][CH2:15][NH2:16])[CH:10]=[N:11][CH:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6344DichloromethaneHCID 58537431(S)-tert-butyl 2-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yloxy)ethylcarbamate

생성물 1

HCID 54675478(S)-2-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yloxy)ethanamine수율 85%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Preparation 12a: (S)-tert-butyl 2-(5-(1-Methylpyrrolidin-2-yl)pyridin-3-yloxy)ethylcarbamate (preparation 11) (105 mg, 0.33 mmol) was stirred in trifluoroacetic acid (1 mL) and DCM (5 mL) for 1.5 h. The reaction mixture was evaporated, then co-evaporated with DCM (×5) and 20% ammonia in MeOH. The crude product was purified by flash chromatography (5% [20% ammonia in MeOH] in DCM) to give the title compound as a yellow oil (62 mg, 85%).

후처리

  1. customThe reaction mixture was evaporated
  2. customThe crude product was purified by flash chromatography (5% [20% ammonia in MeOH] in DCM)

출처 및 근거

ORD 기록
ord-4a9d04f5ab4c4feea4fd7650066e6039
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08980276B2

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