Formaldehyde → 3-(3-Chloro-2-fluorophenyl)-1-methylpyrrolidin-3-ol

HRID 1931809

反応式

HRID 1931809 の反応式
[Cl:1][C:2]1[C:3]([F:14])=[C:4]([C:8]2([OH:13])[CH2:12][CH2:11][NH:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[CH2:15]=O>C(O)=O>[Cl:1][C:2]1[C:3]([F:14])=[C:4]([C:8]2([OH:13])[CH2:12][CH2:11][N:10]([CH3:15])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 712FormaldehydeHCID 685157443-(3-Chloro-2-fluorophenyl)pyrrolidin-3-ol

生成物 1

HCID 251436693-(3-Chloro-2-fluorophenyl)-1-methylpyrrolidin-3-ol

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

Preparation according to Example 26: 3-(3-chloro-2-fluorophenyl)-pyrrolidin-3-ol (0.6 g, 2.78 mmol), formic acid (8.1 mL), aqueous formaldehyde (40%, 7.2 mL). Purification by flash chromatography on silica gel (ethyl acetate/methanol, 2:8 to 3:8) and by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 100:0). Yield: 0.3 g. The amine was converted to the fumaric acid salt and evaporated to a solid residue: MS m/z (relative intensity, 70 eV) 229 (M+, 10), 157 (8), 129 (5), 58 (28), 57 (bp).

後処理

  1. customPreparation
  2. customPurification by flash chromatography on silica gel (ethyl acetate/methanol, 2:8 to 3:8)
  3. customevaporated to a solid residue

出典と根拠

ORDレコード
ord-792d9c734f844d88ba48fb38943b9254
出典データセット
uspto-grants-2012_05
特許番号
US08188301B2

関連ノート

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