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Potassium Carbonate → 1-{1-[2-(3-Pyridyl)ethyl]piperidin-4-yl}-6-acetamidomethylindole

HRID 1790525
ノート
印刷プレビュー

反応式

HRID 1790525 の反応式
C(=O)([O-])[O-].[K+].[K+].[NH:7]1[CH2:12][CH2:11][CH:10]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([CH2:22][NH:23][C:24](=[O:26])[CH3:25])[CH:20]=3)[CH:15]=[CH:14]2)[CH2:9][CH2:8]1.Br[CH2:28][CH2:29][C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1>CN(C)C=O>[N:32]1[CH:33]=[CH:34][CH:35]=[C:30]([CH2:29][CH2:28][N:7]2[CH2:8][CH2:9][CH:10]([N:13]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([CH2:22][NH:23][C:24](=[O:26])[CH3:25])[CH:20]=4)[CH:15]=[CH:14]3)[CH2:11][CH2:12]2)[CH:31]=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 11430Potassium CarbonateHCID 111167423-(2-Bromoethyl)pyridineHCID 220379271-(Piperidin-4-yl)-6-acetamidomethylindole

生成物 1

HCID 220380861-{1-[2-(3-Pyridyl)ethyl]piperidin-4-yl}-6-acetamidomethylindole収率 75.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Potassium carbonate (0.5 g) was added to a solution of 1-(piperidin-4-yl)-6-acetamidomethylindole (0.10 g) obtained in Example 386-1) and 3-(2-bromoethyl)pyridine (0.07 g) obtained in Production Example 26-2 in N,N-dimethylformamide (5 ml) and the resultant mixture was stirred at 70° C. for 6 hr. Then the reaction mixtures were concentrated under reduced pressure and the residue was partitioned between ethyl acetate (40 ml) and water (15 ml) followed by extraction with ethyl acetate. The ethyl acetate layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol system) to give the title compound (0.06 g) as a pale yellow wax (yield: 75.5%).

後処理

  1. customThen the reaction mixtures
  2. concentrationwere concentrated under reduced pressure
  3. customthe residue was partitioned between ethyl acetate (40 ml) and water (15 ml)
  4. extractionfollowed by extraction with ethyl acetate
  5. washThe ethyl acetate layer was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (chloroform/methanol system)

出典と根拠

ORDレコード
ord-11e78a2fcddc4818bf1574250803ddad
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071201B2

反応ノート

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