Iodoethane → 3-(2,3-Difluorophenyl)-1-ethylpyrrolidin-3-ol

HRID 1931797ノート

反応式

HRID 1931797 の反応式
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1([OH:14])[CH2:13][CH2:12][NH:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:22][CH3:23]>C(#N)C>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1([OH:14])[CH2:13][CH2:12][N:11]([CH2:22][CH3:23])[CH2:10]1

参加物

5

反応物 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 639883833-(2,3-Difluorophenyl)pyrrolidin-3-ol

生成物 1

HCID 251457763-(2,3-Difluorophenyl)-1-ethylpyrrolidin-3-ol

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Preparation according to Example 2: 3-(2,3-difluorophenyl)pyrrolidin-3-ol (0.30 g, 1.50 mmol), acetonitrile (3 mL), potassium carbonate (0.21 g, 1.50 mmol), iodoethane (0.12 mL, 1.50 mmol). Microwave irradiation at 100° C. for 20 minutes. Purification by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 1:1). The amine was converted to the fumaric acid salt and recrystallized from ethanol/diethyl ether/diisopropyl ether: M.p. 119-120° C.; MS m/z (relative intensity, 70 eV) 227 (M+, 14), 212 (11), 141 (14), 127 (11), 71 (bp).

後処理

  1. customPreparation
  2. customMicrowave irradiation at 100° C. for 20 minutes
  3. customPurification by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 1:1)
  4. customrecrystallized from ethanol/diethyl ether/diisopropyl ether

出典と根拠

ORDレコード
ord-e0ba2f485b81436b8bce408d0f987d3b
出典データセット
uspto-grants-2012_05
特許番号
US08188301B2

反応ノート

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