叔丁醇 → tert-butyl N-(4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate

HRID 919085笔记

反应方程式

HRID 919085 反应方程式
[Br:1][C:2]1[CH:6]=[N:5][N:4]([CH3:7])[C:3]=1C(O)=O.C([N:13]([CH2:16]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:25])C=CC=CC=1.[C:35]([OH:39])([CH3:38])([CH3:37])[CH3:36]>C1(C)C=CC=CC=1>[C:35]([O:39][C:16](=[O:25])[NH:13][C:3]1[N:4]([CH3:7])[N:5]=[CH:6][C:2]=1[Br:1])([CH3:38])([CH3:37])[CH3:36]

参与物

6

反应物 4

HCID 6386叔丁醇2 次HCID 8471三乙胺HCID 199401二苯基膦叠氮化物HCID 6736864-溴-2-甲基-2H-吡唑-3-羧酸

产物 1

HCID 67957972tert-butyl N-(4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate

试剂、催化剂与溶剂 1

HCID 1140甲苯溶剂

实验过程

4-Bromo-2-methyl-2H-pyrazole-3-carboxylic acid (2 g, 9.76 mmol) and triethylamine (1.50 mL, 10.73 mmol) were combined in toluene (10 mL). Diphenylphosphoryl azide (2.31 mL, 10.73 mmol) was added and the reaction stirred at room temperature for 3 hours. tert-Butanol (1.12 mL, 11.71 mmol) was added and the reaction was stirred at 60° C. overnight. After cooling the t-BuOH was removed under vacuum and the reaction was submitted to EtOAc/H2O workup. The crude material was purified via silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.

后处理

  1. stirringthe reaction was stirred at 60° C. overnight
  2. customwas removed under vacuum
  3. customThe crude material was purified via silica gel chromatography (0-100% EtOAc in hexanes)

来源与证据

ORD记录
ord-42ab1a38aafa4a9999ebc7f8487eebf0
来源数据集
uspto-grants-2016_03
专利号
US09272990B2

反应笔记

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