Potassium Carbonate → 3-Chloro-2-(3-chloro-pyrazol-1-YL)-pyridine

HRID 254423노트

반응식

HRID 254423 반응식
Cl[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:14]=[CH:13][NH:12][N:11]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:8][C:7]1[C:2]([N:12]2[CH:13]=[CH:14][C:10]([Cl:9])=[N:11]2)=[N:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 169882,3-DichloropyridineHCID 178478253HCID 178478253, 화합물2회

생성물 1

HCID 228315663-Chloro-2-(3-chloro-pyrazol-1-YL)-pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a mixture of 2,3-dichloropyridine (92.60 g, 0.629 mol) and 3-chloropyrazole (i.e. the product of Step B) (64.44 g, 0.629 mol) in N,N-dimethylformamide (400 mL) was added potassium carbonate (147.78 g, 1.06 mol), and the reaction mixture was then heated to 100° C. for 36 hours. The reaction mixture was cooled to room temperature and slowly poured into ice water. The precipitated solids were filtered and washed with water. The solid filter cake was taken up in ethyl acetate, dried over magnesium sulfate and concentrated. The crude solid was chromatographed on silica gel using 20% ethyl acetate/hexane as eluent to afford 39.75 g of the title product as a white solid.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe precipitated solids were filtered
  3. washwashed with water
  4. filtrationThe solid filter cake
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe crude solid was chromatographed on silica gel using 20% ethyl acetate/hexane as eluent

출처 및 근거

ORD 기록
ord-512cd8e5d3ad43e18f602b8a0600e55c
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875634B2

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