Potassium Carbonate → HCID 59591442, 화합물

HRID 1963014노트

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HRID 1963014 반응식
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

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 16756984HCID 16756984, 화합물HCID 451191012,6-Difluoro-3-hydroxybenzonitrile

생성물 1

HCID 59591442HCID 59591442, 화합물수율 111.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
25 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-a254dd89ce7c42c28112e4c5f3cfa0b1
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415383B2

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