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Sodium Chloride → (R)-tert-butyl 5-(1-(1-(tert-butoxycarbonyl)piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazole-1-carboxylate

HRID 1465693
ノート
印刷プレビュー

反応式

HRID 1465693 の反応式
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[N:7]=[C:6]2[C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)#[CH:2].[N:25]([C@@H:28]1[CH2:33][CH2:32][CH2:31][N:30]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:29]1)=[N+:26]=[N-:27].[Na+].[Cl-]>CC(O)(C)C.O>[C:37]([O:36][C:34]([N:30]1[CH2:31][CH2:32][CH2:33][C@@H:28]([N:25]2[CH:2]=[C:1]([C:3]3[CH:4]=[C:5]4[C:9](=[CH:10][CH:11]=3)[N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[N:7]=[C:6]4[C:19]3[CH:20]=[CH:21][N:22]=[CH:23][CH:24]=3)[N:27]=[N:26]2)[CH2:29]1)=[O:35])([CH3:40])([CH3:38])[CH3:39]
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 5234Sodium ChlorideHCID 86695573HCID 86695573、化合物HCID 86695574tert-butyl 5-ethynyl-3-(pyridin-4-yl)-1H-indazole-1-carboxylate

生成物 1

HCID 86695575(R)-tert-butyl 5-(1-(1-(tert-butoxycarbonyl)piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazole-1-carboxylate収率 123.7%

試薬・触媒・溶媒 1

HCID 71401949
2-Methylpropan-2-ol--water (1/1)
溶媒

実験手順

Tert-butyl 5-ethynyl-3-(pyridin-4-yl)-1H-indazole-1-carboxylate (0.385 g, 1.2 mmol) and (R)-tert-butyl 3-azidopiperidine-1-carboxylate (0.273 g, 1.2 mmol) were suspended in t-BuOH:H2O (1:1, 15 mL:15 mL) and then CuSO4.5H2O (0.060 g, 0.24 mmol) and Na-Ascorbic acid (0.096 g, 0.48 mmol) were added sequentially. Reaction mixture was stirred vigorously at room temperature overnight. After the completion of reaction, added sat. NaCl (30 mL), extracted with EtOAc (3×50 mL), evaporated the organic solvent to give (R)-tert-butyl 5-(1-(1-(tert-butoxycarbonyl)piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazole-1-carboxylate (0.81 g) which was used for next step without purification.

後処理

  1. customReaction mixture
  2. customAfter the completion of reaction
  3. extractionextracted with EtOAc (3×50 mL)
  4. customevaporated the organic solvent

出典と根拠

ORDレコード
ord-bab0027d93624c349e4d56bb495b80c1
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08999966B2

反応ノート

読み込み中…

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