Stannous chloride dihydrate → 6-(4-Allylpiperazin-1-yl)pyridin-3-ylamine

HRID 2251800노트

반응식

HRID 2251800 반응식
[CH2:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][N:11]=2)[CH2:6][CH2:5]1)[CH:2]=[CH2:3].O.O.[Sn](Cl)Cl>CO>[CH2:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[N:11]=[CH:12][C:13]([NH2:16])=[CH:14][CH:15]=2)[CH2:8][CH2:9]1)[CH:2]=[CH2:3]

참가 물질

4

반응물 2

HCID 61436Stannous chloride dihydrateHCID 691460181-Allyl-4-(5-nitropyridin-2-yl)piperazine

생성물 1

HCID 691459456-(4-Allylpiperazin-1-yl)pyridin-3-ylamine

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
70 °C

실험 절차

2.2 g (8.86 mmol) of 1-allyl-4-(5-nitropyridin-2-yl)piperazine from Example 1.1 were dissolved in 150 ml of methanol after which 18 g (79.75 mmol) of tin(II) chloride dihydrate were added and the mixture was stirred at 70° C. for 4 hours. After the solvent had been evaporated down to dryness, water was added to the residue. The aqueous reaction mixture was made alkaline with dilute sodium hydroxide solution and then extracted with ethyl acetate. The solid which had precipitated out was filtered off. After that, the phases were separated and the aqueous phase was extracted in each case twice with ethyl acetate and dichloromethane. The combined organic phases were dried over sodium sulfate. 1.74 g (90% of theory) of the title compound were obtained after the drying agent had been removed and the solvent had been evaporated down to dryness.

후처리

  1. additionwere added
  2. customAfter the solvent had been evaporated down to dryness, water
  3. additionwas added to the residue
  4. extractionextracted with ethyl acetate
  5. customThe solid which had precipitated out
  6. filtrationwas filtered off
  7. customAfter that, the phases were separated
  8. extractionthe aqueous phase was extracted in each case twice with ethyl acetate and dichloromethane
  9. dry with materialThe combined organic phases were dried over sodium sulfate

출처 및 근거

ORD 기록
ord-c5f8d42ec7024927a6c65dce7d630cf3
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320979B2

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