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

HRID 1155499
ノート
印刷プレビュー

反応式

HRID 1155499 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
10 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6d37a1a7e98e4d088599128897cb034a
出典データセット
uspto-grants-1981_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04302455

反応ノート

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