Potassium Carbonate → 3-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 242666

反応式

HRID 242666 の反応式
[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1.[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Br)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:10]([O:9][C:7]([N:4]1[CH2:5][CH2:6][CH:2]([NH:1][CH2:19][C:18]2[CH:21]=[CH:22][C:15]([Cl:14])=[CH:16][CH:17]=2)[CH2:3]1)=[O:8])([CH3:13])([CH3:12])[CH3:11]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 854070(R)-(+)-1-Boc-3-aminopyrrolidine

生成物 1

HCID 667576703-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

(R)-3-amino-1-N-Boc pyrrolidine (1.0 eq, 2.68 mmol), 4-chlorobenzyl bromide (1.0 eq, 2.68 mmol), and potassium carbonate (1.75 eq) were mixed in ethanol (10 mL) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, taken up in ethyl acetate, filtered and concentrated. The crude product was purified by flash chromatography on silica using ethyl acetate.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe crude product was purified by flash chromatography on silica

出典と根拠

ORDレコード
ord-1943e3afa75146d8b29b7c9408767e0b
出典データセット
uspto-grants-2014_02
特許番号
US08653096B2

関連ノート

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