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Potassium Carbonate → HCID 22180671、化合物

HRID 1795860
ノート
印刷プレビュー

反応式

HRID 1795860 の反応式
[C:1]1([C:7]#[C:8][C:9]2[CH:10]=[CH:11][C:12]([S:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)(=[O:17])=[O:16])=[N:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].[I-].[NH2:31][N+:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1>CN(C=O)C>[C:1]1([C:7]2[C:8]([C:9]3[CH:14]=[N:13][C:12]([S:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)(=[O:17])=[O:16])=[CH:11][CH:10]=3)=[C:33]3[CH:34]=[N:35][CH:36]=[CH:37][N:32]3[N:31]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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 11430Potassium Carbonate3 回HCID 221806601-Aminopyrazin-1-ium iodide3 回HCID 22180661HCID 22180661、化合物

生成物 1

HCID 22180671HCID 22180671、化合物収率 53.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of 5-(phenylethynyl)-2-(phenylsulfonyl)pyridine (6.00 g) and K2CO3 (13.0 g) in DMF (120 mL) was added 1-aminopyrazin-1-ium iodide (12.6 g) and the mixture was stirred at room temperature for 1 h, then stirred at 60° C. for 8 h. To the reaction mixture was added K2CO3 (7.80 g) and 1-aminopyrazin-1-ium iodide (8.38 g) and stirred at room temperature for 1 h, then stirred at 60° C. for 12 h. To the reaction mixture was added further K2CO3 (7.80 g) and 1-aminopyrazin-1-ium iodide (8.38 g) and stirred at room temperature for 1 h, then stirred at 60° C. for 26 h. The mixture was poured into ice water and extracted with EtOAc, washed with water and brine, dried over sodium sulfate, evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane-EtOAc 3:1 to CHCl3-MeOH 20:1) to give 2-phenyl-3-[6-(phenylsulfonyl)-3-pyridinyl]pyrazolo[1,5-a]pyrazine (4.14 g) as an amorphous solid.

後処理

  1. stirringstirred at 60° C. for 8 h
  2. stirringstirred at room temperature for 1 h
  3. stirringstirred at 60° C. for 12 h
  4. stirringstirred at room temperature for 1 h
  5. stirringstirred at 60° C. for 26 h
  6. extractionextracted with EtOAc
  7. washwashed with water and brine
  8. dry with materialdried over sodium sulfate
  9. customevaporated in vacuo
  10. customThe residue was purified by silica gel column chromatography (n-hexane-EtOAc 3:1 to CHCl3-MeOH 20:1)

出典と根拠

ORDレコード
ord-f7ce26d48007487f902b130deb9d7092
出典データセット
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07030121B2

反応ノート

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