1-Aminocyclopentanemethanol → HCID 10085580, 화합물

HRID 475402노트

반응식

HRID 475402 반응식
Cl[CH2:2][C:3]([N:5]1[C@@H:9]([C:10]#[C:11][CH3:12])[CH2:8][CH2:7][C@H:6]1[C:13]#[N:14])=[O:4].[NH2:15][C:16]1([CH2:21][OH:22])[CH2:20][CH2:19][CH2:18][CH2:17]1>C(#N)C>[OH:22][CH2:21][C:16]1([NH:15][CH2:2][C:3]([N:5]2[C@@H:9]([C:10]#[C:11][CH3:12])[CH2:8][CH2:7][C@H:6]2[C:13]#[N:14])=[O:4])[CH2:20][CH2:19][CH2:18][CH2:17]1

참가 물질

4

반응물 2

HCID 663071-AminocyclopentanemethanolHCID 16090855(2S,5R)-1-(Chloroacetyl)-5-(prop-1-yn-1-yl)pyrrolidine-2-carbonitrile

생성물 1

HCID 10085580HCID 10085580, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-propynylpyrrolidine-2-carbonitrile (0.03 g, 0.14 mmol, Example 88D) in acetonitrile (1 mL) at room temperature was added 1-amino-1-cyclopentanemethanol (35 mg, 0.28 mmol). The reaction mixture was stirred at room temperature for 18 hours, concentrated under reduced pressure and purified by flash chromatography with 3% methanol/97% dichloromethane to provide the titled compound. MS (ESI) m/z 290 (M+H)+; 1H NMR (DMSO) δ ppm 4.86 (m, 1H), 4.16 (m, 1H), 3.52 (m, 2H), 3.44 (m, 2H), 2.06-2.39 (m, 4H), 1.96 (m, 2H), 1.86 (d, 3H), 1.75 (m, 6H), 1.56 (m, 2H).

후처리

  1. concentrationconcentrated under reduced pressure
  2. custompurified by flash chromatography with 3% methanol/97% dichloromethane

출처 및 근거

ORD 기록
ord-22a2c4f0f8dc4e858a0f0e8f8eabb813
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637546B2

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