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

HRID 1852748ノート

反応式

HRID 1852748 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-67a2e55cb9034539ba2e18b9ead0e164
出典データセット
uspto-grants-2015_02
特許番号
US08962611B2

反応ノート

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