Methanol → HCID 53420628、化合物

HRID 503617ノート

反応式

HRID 503617 の反応式
[F:1][C@H:2]1[CH2:6][NH:5][C@H:4]([C:7]([OH:9])=[O:8])[CH2:3]1.S(Cl)([Cl:12])=O.[CH3:14]O>>[ClH:12].[F:1][CH:2]1[CH2:6][NH:5][CH:4]([C:7]([O:9][CH3:14])=[O:8])[CH2:3]1

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 11902999(4R)-4-Fluoro-L-proline

生成物 1

HCID 53420628HCID 53420628、化合物

反応条件

温度
0 °C

実験手順

A round bottom flask was charged with (2S,4R)-4-fluoropyrrolidine-2-carboxylic acid (300 mg, 2254 μmol) and 22 mL MeOH. The heterogeneous mixture was cooled to 0° C. under nitrogen, and thionyl chloride (181 μl, 2479 μmol) was added dropwise. The reaction mixture was allowed to warm slowly to RT, and stirring was continued overnight at 65° C. The mixture was concentrated under high vacuum to provide methyl 4-fluoropyrrolidine-2-carboxylate hydrochloride as a mixture of the (2S,4R) and (2R,4R) diastereomers, confirmed by 1H and 13C NMR.

後処理

  1. temperatureto warm slowly to RT
  2. concentrationThe mixture was concentrated under high vacuum

出典と根拠

ORDレコード
ord-e69d34205fb34befa6a72522363a97ad
出典データセット
uspto-grants-2010_08
特許番号
US07776857B2

反応ノート

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