Government regulation → 4-bromo-3-tert-butyl-1-(2-methylphenyl)-1H-pyrazol-5-amine

HRID 915570笔记

反应方程式

HRID 915570 反应方程式
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[Br:18]Br>C(O)(=O)C.O>[Br:18][C:9]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[N:6][N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[C:8]=1[NH2:10]

参与物

5

反应物 2

HCID 24408Government regulationHCID 7706433-叔丁基-1-(2-甲基苯基)-1H-吡唑-5-胺

产物 1

HCID 589586014-bromo-3-tert-butyl-1-(2-methylphenyl)-1H-pyrazol-5-amine收率 73.3%

试剂、催化剂与溶剂 2

HCID 176醋酸溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

To a solution of 3-tert-butyl-1-(2-methylphenyl)-1H-pyrazol-5-amine (1.00 g, 4.36 mmol) in acetic acid (10 mL) was added bromine (662 mg, 0.21 mL, 4.14 mmol) dropwise. The reaction mixture was stirred for 5 min, and then diluted with water (50 mL), causing a solid to precipitate. The solid was collected by filtration, then dissolved in EtOAc (50 mL). The EtOAc solution was then washed with saturated NaHCO3 and brine, dried (Na2SO4), and concentrated under reduced pressure to afford the product (935 mg, 70%) as a white solid: 1H NMR (300 MHz, DMSO-d6) δ 1.32 (s, 9H), 2.04 (s, 3H) 5.02 (s, 2H), 7.20-7.38 (m, 4H). ES-MS m/z 308.6 (MH+); HPLC RT (min) 3.15.

后处理

  1. customto precipitate
  2. filtrationThe solid was collected by filtration
  3. dissolutiondissolved in EtOAc (50 mL)
  4. washThe EtOAc solution was then washed with saturated NaHCO3 and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

来源与证据

ORD记录
ord-0e7e3a648507444eb627d8bb04b11a50
来源数据集
uspto-grants-2007_09
专利号
US07265144B2

反应笔记

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