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Water → 3-Chloro-1-(3-methylbutyl)-4-[4-(tetrahydropyran-4-ylamino)-phenyl]-1H-pyridin-2-one

HRID 1024389
ノート
印刷プレビュー

反応式

HRID 1024389 の反応式
[CH3:1][CH:2]([CH3:25])[CH2:3][CH2:4][N:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:13][CH:12]=2)=[CH:7][C:6]1=[O:24].[Cl:26]N1C(=O)CCC1=O.O>CN(C=O)C>[Cl:26][C:7]1[C:6](=[O:24])[N:5]([CH2:4][CH2:3][CH:2]([CH3:25])[CH3:1])[CH:10]=[CH:9][C:8]=1[C:11]1[CH:16]=[CH:15][C:14]([NH:17][CH:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[CH:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 594977621-(3-Methylbutyl)-4-[4-(tetrahydropyran-4-ylamino)-phenyl]-1H-pyridin-2-one

生成物 1

HCID 252213143-Chloro-1-(3-methylbutyl)-4-[4-(tetrahydropyran-4-ylamino)-phenyl]-1H-pyridin-2-one収率 28%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of intermediate D8 (0.65 g, 1.91 mmol) and N-chlorosuccinimide (0.25 g, 1.91 mmol) in DMF (10 ml) was stirred at 45° C. for 16 hours. After cooling to room temperature water was added and the solution was extracted with EtOAc, The organic layer was separated and washed with brine, dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/EtOAc 8:2 as eluent). The desired fractions were collected and evaporated in vacuo to yield E1 (0.20 g, 28%) as a pale pink solid.

後処理

  1. additionwas added
  2. extractionthe solution was extracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. customthe solvent evaporated in vacuo
  7. customThe crude product was purified by column chromatography (silica gel; DCM/EtOAc 8:2 as eluent)
  8. customThe desired fractions were collected
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-bca537ea3528443fb7326a5a0753bea6
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08722894B2

反応ノート

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