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Bis(2-Methoxyethyl)amine → HCID 178495933、化合物

HRID 428417
ノート
印刷プレビュー

反応式

HRID 428417 の反応式
[CH3:1][O:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][O:8][CH3:9].C[Al](C)C.[Cl:14][C:15]1[CH:35]=[CH:34][C:18]2[C:19](=[O:33])[C:20]3[C:27]([C:28](OCC)=[O:29])=[N:26][NH:25][C:21]=3[C:22](=[O:24])[NH:23][C:17]=2[CH:16]=1>C1(C)C=CC=CC=1>[Cl:14][C:15]1[CH:35]=[CH:34][C:18]2[C:19](=[O:33])[C:20]3[C:27]([C:28](=[O:29])[N:5]([CH2:6][CH2:7][O:8][CH3:9])[CH2:4][CH2:3][O:2][CH3:1])=[N:26][NH:25][C:21]=3[C:22](=[O:24])[NH:23][C:17]=2[CH:16]=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 2383Bis(2-Methoxyethyl)amineHCID 16682925TrimethylaluminumHCID 1784704817-Chloro-3-(ethoxycarbonyl)pyrazolo[3,4-c][1]benzazepine-4,10-(1H,9H)dione

生成物 1

HCID 178495933HCID 178495933、化合物収率 330.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

Bis-(2-methoxyethyl)amine (560 μL, 3.13 mmol) was added to a solution of trimethylaluminum in toluene (1.56 mL, 3.13 mmol) and the solution was stirred for 20 minutes. A portion (403 μL) of the resulting solution was added to a solution of 7-chloro-3-(ethoxycarbonyl)pyrazolo[3,4-c][1]benzazepine-4,10(1H,9H)-dione (100 mg, 0.313 mmol) in toluene (780 μL). The resulting solution was stirred for 24 hours at room temperature and then quenched with an aqueous hydrochloric acid solution (1.8 mL, 1N) and water (15 mL). The aqueous layer was extracted with chloroform (7×25 mL). The organic layers were combined and concentrated on a rotary evaporator. The crude product was purified by flash chromatography eluting with chloroform:2-propanol (99:1-95:5) to give the title compound (421 mg, 67% yield, m.p. 207-209° C.).

後処理

  1. stirringThe resulting solution was stirred for 24 hours at room temperature
  2. customquenched with an aqueous hydrochloric acid solution (1.8 mL, 1N) and water (15 mL)
  3. extractionThe aqueous layer was extracted with chloroform (7×25 mL)
  4. concentrationconcentrated on a rotary evaporator
  5. customThe crude product was purified by flash chromatography
  6. washeluting with chloroform:2-propanol (99:1-95:5)

出典と根拠

ORDレコード
ord-acc36290687443159eea6eda8608d1bd
出典データセット
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06313290B1

反応ノート

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