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2-Chloropyridine → HCID 22277752, 화합물

HRID 1955674
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HRID 1955674 반응식
CC(C)([O-])C.[K+].[NH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1.Cl[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1>CN1CCCC1=O>[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[NH:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 79772-ChloropyridineHCID 6432211-AminoindoleHCID 23665647Potassium tert-butoxide

생성물 1

HCID 22277752HCID 22277752, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Potassium tert-butoxide (3.4 g) was added to a room temperature solution of N-aminoindole (2.0 g) in 1-methyl-2-pyrrolidinone (40 ml). After stirring for one hour, 2-chloropyridine (1.6 ml) was added and the resulting solution was stirred for forty-eight hours. The reaction mixture was then quenched with water, diluted with ethyl acetate (250 ml) and washed with brine (3×250 ml). The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give an oil. Purification of the residue by flash chromatography (silica, 0-5% ethyl acetate/dichloromethane) gave the title compound as a solid (2.0 g), m.p. 109°-110° C.

후처리

  1. stirringthe resulting solution was stirred for forty-eight hours
  2. customThe reaction mixture was then quenched with water
  3. additiondiluted with ethyl acetate (250 ml)
  4. washwashed with brine (3×250 ml)
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto give an oil
  8. customPurification of the residue by flash chromatography (silica, 0-5% ethyl acetate/dichloromethane)

출처 및 근거

ORD 기록
ord-70f2173d38794e97825135364f862412
출처 데이터셋
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05776955

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