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Triethylamine → 1-(6-Chloropyrazin-2-yl)piperidin-4-one

HRID 1155499
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HRID 1155499 반응식
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.C(N(CC)CC)C.O1[C:20]2([CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)[O:19]CC1>C(#N)C>[Cl:8][C:4]1[N:3]=[C:2]([N:23]2[CH2:24][CH2:25][C:20](=[O:19])[CH2:21][CH2:22]2)[CH:7]=[N:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 785042,6-Dichloropyrazine

생성물 1

HCID 128022151-(6-Chloropyrazin-2-yl)piperidin-4-one수율 71%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
10 °C

실험 절차

A solution of 3.0 g (20 mmol) 2,6-dichloropyrazine, 2.0 g (20 mmol) triethylamine, and 2.9 g (20 mmol) 1,4-dioxa-8-azaspiro[4.5]decane in 60 ml acetonitrile is refluxed 17 hours. The solvent is removed in vacuo, and the residue is dissolved in ethylacetate. After washing with water and brine, the organic fraction is dried (MgSO4) and evaporated to an oil. The oil is dissolved in 30 ml acetone and mixed with 30 ml 1N HCl. After heating this solution on the steam bath 30 minutes, the acetone is evaporated, and the concentrate is cooled to 10° C. A solid separates which is filtered and dried to afford 3 g (71%) of the desired product.

후처리

  1. customThe solvent is removed in vacuo
  2. dissolutionthe residue is dissolved in ethylacetate
  3. washAfter washing with water and brine
  4. dry with materialthe organic fraction is dried (MgSO4)
  5. customevaporated to an oil
  6. dissolutionThe oil is dissolved in 30 ml acetone
  7. additionmixed with 30 ml 1N HCl
  8. temperatureAfter heating this solution on the steam bath 30 minutes
  9. customthe acetone is evaporated
  10. filtrationA solid separates which is filtered
  11. customdried

출처 및 근거

ORD 기록
ord-6d37a1a7e98e4d088599128897cb034a
출처 데이터셋
uspto-grants-1981_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04302455

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