ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → 7-[(2,4-Dichlorophenyl)carbonyl]-3-(5-methyl-1,3-thiazol-4-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine

HRID 1889120
ノート
印刷プレビュー

反応式

HRID 1889120 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:16][CH2:15][NH:14][C:13](=O)[CH2:12]1)=[O:10].F[B-](F)(F)F.C[O+](C)C.[CH3:27][C:28]1[S:32][CH:31]=[N:30][C:29]=1[C:33]([NH:35][NH2:36])=O>ClCCl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:16][CH2:15][N:14]2[C:33]([C:29]3[N:30]=[CH:31][S:32][C:28]=3[CH3:27])=[N:35][N:36]=[C:13]2[CH2:12]1)=[O:10]
参加物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 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 302889354-(2,4-Dichlorobenzoyl)piperazin-2-oneHCID 665989975-Methylthiazole-4-carbohydrazide

生成物 1

HCID 665991477-[(2,4-Dichlorophenyl)carbonyl]-3-(5-methyl-1,3-thiazol-4-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-[(2,4-Dichlorophenyl)carbonyl]-2-piperazinone (I6) (0.250 g, 0.915 mmol) was suspended in dry Dichloromethane (DCM) (3 mL) before treating with trimethyloxonium tetrafluoroborate (0.171 g, 1.098 mmol) and stirring for 16 hours at RT, under argon before adding 5-methyl-1,3-thiazole-4-carbohydrazide (I123)(0.216 g, 1.373 mmol) and stirring for a further 3 hours. DCM was removed by evaporation and the residue was dissolved in 1-butanol (3.00 mL) before heating at 110° C. for 19 hours. 3 Å molecular sieves were added and the reaction mixture was left heating for a further 6 hours before being cooled to RT over the weekend. The reaction was worked up by diluting with DCM (50 ml) and washing with saturated sodium bicarbonate solution (50 ml). The aqueous layer was extracted with DCM (2×30 ml), combined extracts were washed with brine (30 ml), dried (MgSO4), filtered and evaporated to afford a brown gum. The product was purified by MDAP (formic acid method), the desired fraction isolated and the solvent evaporated to afford a colourless gum. Placed in a registration vial and dried overnight to afford an off white foam of desired product in 122 mg.

後処理

  1. stirringstirring for a further 3 hours
  2. customDCM was removed by evaporation
  3. dissolutionthe residue was dissolved in 1-butanol (3.00 mL)
  4. temperaturebefore heating at 110° C. for 19 hours
  5. addition3 Å molecular sieves were added
  6. waitthe reaction mixture was left
  7. temperatureheating for a further 6 hours
  8. temperaturebefore being cooled to RT over the weekend
  9. additionby diluting with DCM (50 ml)
  10. washwashing with saturated sodium bicarbonate solution (50 ml)
  11. extractionThe aqueous layer was extracted with DCM (2×30 ml)
  12. washwere washed with brine (30 ml)
  13. dry with materialdried (MgSO4)
  14. filtrationfiltered
  15. customevaporated
  16. customto afford a brown gum
  17. customThe product was purified by MDAP (formic acid method)
  18. customthe desired fraction isolated
  19. customthe solvent evaporated
  20. customto afford a colourless gum
  21. customdried overnight

出典と根拠

ORDレコード
ord-c33502e4c4b844a1978979328e95e9cb
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08501946B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート