Water → HCID 178458985、化合物

HRID 2118002ノート

反応式

HRID 2118002 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]3[C:38](=[CH:39][CH:40]=2)[C:16]2[N:17](COCC[Si](C)(C)C)[C:18]([C:20]4[C:27]([C:28]#[N:29])=[CH:26][CH:25]=[CH:24][C:21]=4[C:22]#[N:23])=[N:19][C:15]=2[C:14]2[CH:13]=[CH:12][C:11]([CH2:41][C:42]([OH:45])([CH3:44])[CH3:43])=[CH:10][C:9]3=2)[CH2:3][CH2:2]1.O>CCCC[N+](CCCC)(CCCC)CCCC.[F-]>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]3[C:38](=[CH:39][CH:40]=2)[C:16]2[NH:17][C:18]([C:20]4[C:27]([C:28]#[N:29])=[CH:26][CH:25]=[CH:24][C:21]=4[C:22]#[N:23])=[N:19][C:15]=2[C:14]2[CH:13]=[CH:12][C:11]([CH2:41][C:42]([OH:45])([CH3:43])[CH3:44])=[CH:10][C:9]3=2)[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 962WaterHCID 86614884HCID 86614884、化合物

生成物 1

HCID 178458985HCID 178458985、化合物収率 36%

試薬・触媒・溶媒 1

HCID 2724141Tetrabutylammonium Fluoride溶媒

実験手順

Crude 2-(9-(cyclopropylmethoxy)-6-(2-hydroxy-2-methylpropyl)-1-{[2-(trimethyl silyl)ethoxy]methyl}-1H-phenanthro[9,10-d]imidazol-2-yl)isophthalonitrile (1.37 mmol) from Step 6 above was dissolved in TBAF (1 M in THF, 10 mL) and the mixture heated at reflux for 1.5 h. Water was added, and the aqueous layer extracted with ethyl acetate. The organic layer was dried over MgSO4, filtered and concentrated. The material was purified by flash chromatography on silica (70% ethyl acetate in hexanes) to afford 2-[9-(cyclopropylmethoxy)-6-(2-hydroxy-2-methylpropyl)-1H-phenanthro[9,10-d]imidazol-2-yl]isophthalonitrile (240 mg).

後処理

  1. temperaturethe mixture heated
  2. temperatureat reflux for 1.5 h
  3. extractionthe aqueous layer extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe material was purified by flash chromatography on silica (70% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-a164d03de3b946ed813ceb233f6d38fa
出典データセット
uspto-grants-2008_10
特許番号
US07442716B2

反応ノート

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