Ethyl Acetate → 2-Methyl-1-[(R)-1-(2-methyl-4-nitro-phenyl)-pyrrolidin-3-ylamino]-propan-2-ol

HRID 69486

反応式

HRID 69486 の反応式
[Li+].[Br-].[CH3:3][C:4]1([O:7][CH2:6]1)[CH3:5].F[C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[N:18]1[CH2:22][CH2:21][C@@H:20]([NH2:23])[CH2:19]1.[C:24](OCC)(=O)C>CN1C(=O)CCC1.O>[CH3:3][C:4]([OH:7])([CH3:5])[CH2:6][NH:23][C@@H:20]1[CH2:21][CH2:22][N:18]([C:10]2[CH:11]=[CH:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][C:9]=2[CH3:24])[CH2:19]1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 11208Isobutylene oxideHCID 82050Lithium BromideHCID 68687704(R)-1-(2-fluoro-4-nitro-phenyl)-pyrrolidin-3-ylamine

生成物 1

HCID 689918962-Methyl-1-[(R)-1-(2-methyl-4-nitro-phenyl)-pyrrolidin-3-ylamino]-propan-2-ol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
80 °C

実験手順

LiBr (153.6 mg) and isobutylene oxide (85.1 mg) were added to a solution of (R)-1-(2-fluoro-4-nitro-phenyl)-pyrrolidin-3-ylamine (100 mg) in NMP (2 mL) and the reaction mixture was heated for 2 d at 80° C. Then ethyl acetate and water were added to the mixture. The aqueous phase was extracted several times with ethyl acetate. The organic phases were combined, dried over sodium sulfate and the solvent was removed in vacuum. The raw product was purified by preparative HPLC. In this way the product was obtained with molecular weight 297.15 (C14H20FN3O3); MS (ESI): 298 (M+H+).

後処理

  1. extractionThe aqueous phase was extracted several times with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customthe solvent was removed in vacuum
  4. customThe raw product was purified by preparative HPLC
  5. customIn this way the product was obtained with molecular weight 297.15 (C14H20FN3O3)

出典と根拠

ORDレコード
ord-c9b57c8025e042e8b0831d2a6c1beb41
出典データセット
uspto-grants-2014_09
特許番号
US08822495B2

関連ノート

読み込み中…