Potassium Carbonate → HCID 59591442、化合物

HRID 1963014ノート

反応式

HRID 1963014 の反応式
Br[CH2:2][C:3]1[S:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:4]=1.[F:15][C:16]1[C:23]([OH:24])=[CH:22][CH:21]=[C:20]([F:25])[C:17]=1[C:18]#[N:19].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[N:4]=[C:3]([CH2:2][O:24][C:23]3[C:16]([F:15])=[C:17]([C:20]([F:25])=[CH:21][CH:22]=3)[C:18]#[N:19])[S:7][N:6]=2)=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 16756984HCID 16756984、化合物HCID 451191012,6-Difluoro-3-hydroxybenzonitrile

生成物 1

HCID 59591442HCID 59591442、化合物収率 111.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

To a solution of 5-bromomethyl-3-(4-chlorophenyl)-[1,2,4]thiadiazole (0.24 g, 0.82 mmol) in DMF (7 ml) was added 2,6-difluoro-3-hydroxybenzonitrile (0.12 g, 0.74 mmol) and potassium carbonate (0.39 g, 2.90 mmol). The reaction mixture was stirred at 25° C. for 2 h under nitrogen atmosphere. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated to dryness under vacuum, added 50 ml water and extracted with ethyl acetate (3×40 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum. The crude residue was purified over silica gel (100-200 M, 15% EtOAc-Hexane) to get the desired product (0.30 g, 73%).

後処理

  1. customAfter the completion of the reaction (TLC monitoring)
  2. customthe reaction mixture was evaporated to dryness under vacuum
  3. additionadded 50 ml water
  4. extractionextracted with ethyl acetate (3×40 ml)
  5. dry with materialThe combined organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum
  8. customThe crude residue was purified over silica gel (100-200 M, 15% EtOAc-Hexane)

出典と根拠

ORDレコード
ord-a254dd89ce7c42c28112e4c5f3cfa0b1
出典データセット
uspto-grants-2013_04
特許番号
US08415383B2

反応ノート

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