氯甲酸苄酯 → Benzyl (S)-2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate

HRID 2121888

反应方程式

HRID 2121888 反应方程式
[NH2:1][C@@H:2]([CH3:14])[CH2:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:13])[CH:11]=2)[CH:6]=[N:5]1.C(=O)(O)[O-].[Na+].Cl[C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22]>C1COCC1>[OH:13][C:10]1[CH:11]=[C:12]2[C:7]([CH:6]=[N:5][N:4]2[CH2:3][C@@H:2]([NH:1][C:21](=[O:22])[O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH3:14])=[CH:8][CH:9]=1

参与物

5

反应物 3

HCID 10387氯甲酸苄酯HCID 516892碳酸氢钠2 次HCID 1354532901-((S)-2-AMINO-PROPYL)-1H-INDAZOL-6-OL

产物 1

HCID 135487328Benzyl (S)-2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamate收率 543%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

To a suspension of 1-((S)-2-aminopropyl)-1H-indazol-6-ol (2.00 g, 10.5 mmol) in THF (20 mL) was added saturated aqueous sodium bicarbonate (10 mL) and benzyl chloroformate (1.50 mL, 1.5 mmol). The mixture was stirred until all of the solid starting amine dissolved. After stirring at ambient temperature for 45 minutes saturated aqueous sodium bicarbonate (150 mL) was added and the mixture was extracted with ethyl acetate (3×150 mL). The combined extracts were dried (MgSO4) and evaporated to give a tan foam (2.65 g, 78%): LC/MS (+APCI) m/z 326 (M+H).

后处理

  1. dissolutiondissolved
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate (3×150 mL)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customevaporated

来源与证据

ORD记录
ord-b8faec2d73aa460abac1bf62919ccd64
来源数据集
uspto-grants-2004_02
专利号
US06696476B2

关联笔记

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