benzyl (2S,4R)-2-(fluoromethyl)-4-methoxypyrrolidine-1-carboxylate → (2S,4R)-2-(fluoromethyl)-4-methoxypyrrolidine

HRID 1852748노트

반응식

HRID 1852748 반응식
[F:1][CH2:2][C@@H:3]1[CH2:7][C@@H:6]([O:8][CH3:9])[CH2:5][N:4]1C(OCC1C=CC=CC=1)=O.[H][H]>C(OCC)(=O)C.[Pd]>[F:1][CH2:2][C@@H:3]1[CH2:7][C@@H:6]([O:8][CH3:9])[CH2:5][NH:4]1

참가 물질

5

반응물 2

HCID 86724496benzyl (2S,4R)-2-(fluoromethyl)-4-methoxypyrrolidine-1-carboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 86724497(2S,4R)-2-(fluoromethyl)-4-methoxypyrrolidine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To benzyl (2S,4R)-2-(fluoromethyl)-4-methoxypyrrolidine-1-carboxylate (529 mg, 1.98 mmol) dissolved in ethyl acetate (12.9 mL) was added palladium on carbon (211 mg, 0.2 mmol). Hydrogen gas was added via balloon, and the reaction was stirred at room temperature for 3 hours. The mixture was filtered over celite and concentrated under reduced pressure to afford (2S,4R)-2-(fluoromethyl)-4-methoxypyrrolidine. 1H NMR (500 MHz, CDCl3) δ 4.44-4.19 (m, 2H), 3.29 (s, 3H), 3.09-2.93 (m, 2H), 2.02-1.92 (m, 1H), 1.78 (s, 2H), 1.62-1.56 (m, 1H), 1.25 (s, 1H).

후처리

  1. filtrationThe mixture was filtered over celite and
  2. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-67a2e55cb9034539ba2e18b9ead0e164
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08962611B2

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