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4-Chloroaniline → 2-(4-Bromo-phenyl)-N-(4-chloro-phenyl)-3-(diethylamino-pyrrolidin-1-yl)-propionamide

HRID 220193
ノート
印刷プレビュー

反応式

HRID 220193 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:12][N:13]2[CH2:17][CH2:16][CH:15](N(CC)CC)[CH2:14]2)[C:9]([OH:11])=O)=[CH:4][CH:3]=1.CC[N:25]([CH:29]([CH3:31])C)[CH:26]([CH3:28])C.C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[Cl:56][C:57]1[CH:62]=[CH:61][C:60]([NH2:63])=[CH:59][CH:58]=1>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH2:12][N:13]2[CH2:14][CH2:15][CH2:16][CH:17]2[N:25]([CH2:26][CH3:28])[CH2:29][CH3:31])[C:9]([NH:63][C:60]2[CH:61]=[CH:62][C:57]([Cl:56])=[CH:58][CH:59]=2)=[O:11])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 78124-ChloroanilineHCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 592382652-(4-Bromo-phenyl)-3-(3-diethylamino-pyrrolidin-1-yl)-propionic acid

生成物 1

HCID 672315242-(4-Bromo-phenyl)-N-(4-chloro-phenyl)-3-(diethylamino-pyrrolidin-1-yl)-propionamide

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of 2-(4-bromo-phenyl)-3-(3-diethylamino-pyrrolidin-1-yl)-propionic acid (590 mg, 1.6 mmol), DIPEA (1.03 g, 8 mmol), and Pybrop (1.12 g, 2.4 mmol) in CH2Cl2 (10 mL) was added 4-chloro-phenylamine (306 mg, 2.4 mmol). This mixture was stirred overnight at room temperature and then evaporated. The mixture redissolved in EtOAc (20 mL) and washed with water, brine, dried with Na2SO4, concentrated in vacuo. The residue was purified by flash column chromatography to give a white solid. MS: calc'd 478 (MH+), exp 478 (MH+).

後処理

  1. customevaporated
  2. dissolutionThe mixture redissolved in EtOAc (20 mL)
  3. washwashed with water, brine
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash column chromatography
  7. customto give a white solid

出典と根拠

ORDレコード
ord-b9be3c2ad4224679ae5953d8dd11722f
出典データセット
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08202866B2

反応ノート

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