乙醇钠 → 5-Bromo-2-(propan-2-yl)pyrimidine-4-carboxylic acid

HRID 467621

反应方程式

HRID 467621 反应方程式
Cl.[C:2]([NH2:7])(=[NH:6])[CH:3]([CH3:5])[CH3:4].CC[O-].[Na+].[C:12]([OH:20])(=[O:19])/[C:13](=[C:15](\[CH:17]=O)/[Br:16])/Br>CCO>[Br:16][C:15]1[C:13]([C:12]([OH:20])=[O:19])=[N:6][C:2]([CH:3]([CH3:5])[CH3:4])=[N:7][CH:17]=1

参与物

5

反应物 3

HCID 2723922乙醇钠2 次HCID 27820532-甲基丙胺酰亚胺盐酸盐HCID 3033972粘溴酸

产物 1

HCID 672998985-Bromo-2-(propan-2-yl)pyrimidine-4-carboxylic acid收率 73%

试剂、催化剂与溶剂 1

HCID 702乙醇溶剂2 次

反应条件

温度
50 °C

实验过程

To a stirred suspension of isobutyramidine hydrochloride (6.47 g, 47.5 mmol) at rt in EtOH (30 ml) under an argon atmosphere was added NaOEt solution (21 ml, 21% in EtOH) over min. The suspension was heated to 50° C. and a solution of mucobromic acid (5.7 g, 22.1 mmol) in EtOH (24 ml) was added dropwise over 5 min at 50° C. An additional portion of NaOEt solution (12 ml, 21% in EtOH) was added dropwise over 5 min. The mixture was then cooled to rt. The solids were filtered off, and the cake was washed with plenty of ethanol. The filtrate was concentrated to leave the crude product as a light brown solid. The crude material was triturated in 2 N HCl (100 ml). The product was collected by filtration, washed with plenty of H2O and plenty of n-heptane and dried to give the product (2.09 g, 73%) as beige solid.

后处理

  1. temperatureThe mixture was then cooled to rt
  2. filtrationThe solids were filtered off
  3. washthe cake was washed with plenty of ethanol
  4. concentrationThe filtrate was concentrated
  5. customto leave the crude product as a light brown solid
  6. customThe crude material was triturated in 2 N HCl (100 ml)
  7. filtrationThe product was collected by filtration
  8. washwashed with plenty of H2O and plenty of n-heptane
  9. customdried

来源与证据

ORD记录
ord-032b09cd601f4788b77b27dbc9d302a2
来源数据集
uspto-grants-2014_01
专利号
US08623866B2

关联笔记

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