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Water → 2-Bromo-6-[4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one

HRID 69503
ノート
印刷プレビュー

反応式

HRID 69503 の反応式
[H-].[Na+].[CH3:3][N:4]([CH3:28])[C@@H:5]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]([C:19]3[S:20][C:21]([Br:27])=[CH:22][C:23]=3[CH2:24][CH2:25]Cl)=[O:18])=[CH:12][CH:11]=2)[CH2:6]1.O.C(OCC)(=O)C>C1COCC1>[Br:27][C:21]1[S:20][C:19]2[C:17](=[O:18])[N:16]([C:13]3[CH:14]=[CH:15][C:10]([N:7]4[CH2:8][CH2:9][C@@H:5]([N:4]([CH3:28])[CH3:3])[CH2:6]4)=[CH:11][CH:12]=3)[CH2:25][CH2:24][C:23]=2[CH:22]=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 962WaterHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 866351065-Bromo-3-(2-chloro-ethyl)-thiophene-2-carboxylic acid [4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-amide

生成物 1

HCID 689912052-Bromo-6-[4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

NaH (60% in oil; 175.4 mg) was added in small portions to a solution of 5-Bromo-3-(2-chloro-ethyl)-thiophene-2-carboxylic acid [4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-amide (612.2 mg) in THF (3.1 mL) at 0° C. The mixture was warmed to room temperature and stirred over night. Water and ethyl acetate was added to the mixture. The aqueous phase was extracted with ethyl acetate three times. The combined organic phases were dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 420.37 (C19H22BrN3OS); MS (ESI): 420, 422 (M+H+).

後処理

  1. extractionThe aqueous phase was extracted with ethyl acetate three times
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. customthe solvent was removed in vacuum
  4. customIn this way the product was obtained with molecular weight 420.37 (C19H22BrN3OS)

出典と根拠

ORDレコード
ord-50728025cb1a459aadf29e0453dcba3f
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822495B2

反応ノート

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