Water → HCID 178448114、化合物

HRID 1419799ノート

反応式

HRID 1419799 の反応式
C(N(S(F)(F)F)CC)C.[Cl:10][C:11]1[C:12]([NH:19][C@H:20]2[CH2:25][CH2:24][C@@H:23]([C:26](O)([CH3:28])[CH3:27])[CH2:22][CH2:21]2)=[N:13][CH:14]=[N:15][C:16]=1[CH2:17][CH3:18].O>ClCCl>[Cl:10][C:11]1[C:12]([NH:19][C@H:20]2[CH2:25][CH2:24][C@@H:23]([C:26]([CH3:28])=[CH2:27])[CH2:22][CH2:21]2)=[N:13][CH:14]=[N:15][C:16]=1[CH2:17][CH3:18]

参加物

5

反応物 3

HCID 962WaterHCID 123472(Diethylamino)sulfur trifluorideHCID 178437731HCID 178437731、化合物

生成物 1

HCID 178448114HCID 178448114、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.8 g (11 mmol) of diethylaminosulfur trifluoride (DAST) were added to 3.0 g (10 mmol) of the alcohol from Example 1 in 50 ml of dichloromethane at -50° C., and the mixture was stirred at room temperature for 1 hour. It was poured into water and the organic phase was washed with aqueous sodium hydrogen carbonate solution, dried and concentrated. The crude product was chromatographed on silica gel with petroleum ether/ethyl acetate 7:3 to give, first of all, 0.8 g (28.6% of theory) of the product indicated above as a colorless oil, and then 1.5 g (50.5% of theory) of the fluorination product described in Example 6, as a colorless oil (see Example 6).

後処理

  1. washthe organic phase was washed with aqueous sodium hydrogen carbonate solution
  2. customdried
  3. concentrationconcentrated
  4. customThe crude product was chromatographed on silica gel with petroleum ether/ethyl acetate 7:3
  5. customto give

出典と根拠

ORDレコード
ord-74b17e1afc7c426d9ea2e0795d60f8cf
出典データセット
uspto-grants-1999_03
特許番号
US05889012

反応ノート

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