Tripropylamine → HCID 178441234、化合物

HRID 253705

反応式

HRID 253705 の反応式
[C:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])[NH:8][C:7](=O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].P(Cl)(Cl)([Cl:24])=O.C(N(CCC)CCC)CC>>[C:1]([C:5]1([Cl:24])[NH:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])=[N:8][CH:7]=[CH:6]1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 3

HCID 7616TripropylamineHCID 24813Phosphorus oxychlorideHCID 1361571906-tert-Butyl-2-(2-trifluoromethyl-phenyl)-3H-pyrimidin-4-one

生成物 1

HCID 178441234HCID 178441234、化合物収率 66%

反応条件

温度
115 °C

実験手順

A solution of 6-tert-butyl-2-(2-trifluoromethyl-phenyl)-3H-pyrimidin-4-one (0.47 g, 1.59 mmol) in phosphorous oxychloride (1.65 mL, 15.9 mmol) was treated with tri-n-propylamine (0.61 mL, 3.17 mmol) and heated at 110-120° C. for 1 hour. The solvent was removed by evaporation then azeotroped three times with toluene. The residue was taken up in ethyl acetate, washed sequentially with 1 N sodium hydroxide, water and brine, then dried over sodium sulfate and concentrated. Purification by flash chromatography [SiO2, ethyl acetate:hexanes (1:9)] provided the title compound (0.33 g, 66% yield) as a yellow oil.

後処理

  1. customThe solvent was removed by evaporation
  2. customthen azeotroped three times with toluene
  3. washwashed sequentially with 1 N sodium hydroxide, water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customPurification by flash chromatography [SiO2, ethyl acetate:hexanes (1:9)]

出典と根拠

ORDレコード
ord-135cbbe0ce6c44c7ae3e2d00695678d9
出典データセット
uspto-grants-2011_01
特許番号
US07872129B2

関連ノート

読み込み中…