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Water → N-{6-[2-(4-benzo[1,3]dioxol-5-ylmethylpiperazine-1-carbonyl)-1H-indol-5-yloxy]pyridin-3-yl}-3,4-dichlorobenzamide

HRID 1038772
ノート
印刷プレビュー

反応式

HRID 1038772 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[Cl:30])[C:5]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([O:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[NH:20][C:19]([C:24]([OH:26])=O)=[CH:18]3)=[N:12][CH:13]=1)=[O:6].[O:31]1[C:35]2[CH:36]=[CH:37][C:38]([CH2:40][N:41]3[CH2:46][CH2:45]C[CH2:43][CH2:42]3)=[CH:39][C:34]=2[O:33][CH2:32]1.Cl.C([N:50]=C=NCCCN(C)C)C.O>C1COCC1>[O:31]1[C:35]2[CH:36]=[CH:37][C:38]([CH2:40][N:41]3[CH2:42][CH2:43][N:50]([C:24]([C:19]4[NH:20][C:21]5[C:17]([CH:18]=4)=[CH:16][C:15]([O:14][C:11]4[N:12]=[CH:13][C:8]([NH:7][C:5](=[O:6])[C:4]6[CH:27]=[CH:28][C:29]([Cl:30])=[C:2]([Cl:1])[CH:3]=6)=[CH:9][CH:10]=4)=[CH:23][CH:22]=5)=[O:26])[CH2:45][CH2:46]3)=[CH:39][C:34]=2[O:33][CH2:32]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 7831081-(1,3-Benzodioxol-5-ylmethyl)piperidineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 684941705-[5-(3,4-dichlorobenzoylamino)pyridin-2-yloxy]-1H-indole-2-carboxylic acid

生成物 1

HCID 68497901N-{6-[2-(4-benzo[1,3]dioxol-5-ylmethylpiperazine-1-carbonyl)-1H-indol-5-yloxy]pyridin-3-yl}-3,4-dichlorobenzamide
収率 98.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-[5-(3,4-Dichlorobenzoylamino)pyridin-2-yloxy]-1H-indole-2-carboxylic acid (0.250 g, 0.565 mmol) was dissolved in THF (20 mL). To the solution were added 1-benzo[1,3]dioxol-5-ylmethylpiperadine (0.125 g, 0.565 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.119 g, 0.622 mmol), and the resulting solution was stirred for 15 hours at room temperature. Water (50 mL) was added to the reaction solution, and the mixture was extracted with ethyl acetate (40 mL). After the organic layer was washed with brine, then dried over anhydrous sodium sulfate, the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (CH2Cl2:MeOH=30:1) to yield 0.360 g of the title compound as a pale yellow powder.

後処理

  1. extractionthe mixture was extracted with ethyl acetate (40 mL)
  2. washAfter the organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated
  5. customThe obtained residue was purified by silica gel column chromatography (CH2Cl2:MeOH=30:1)

出典と根拠

ORDレコード
ord-d0e581e3fc7f4a7b87de6fd6be868c5e
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08551999B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート