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HRID1295727

反应详情

EQUATION

反应方程式

HRID 1295727 的结构方程式

REACTANTS

反应物

3
结构：OCCO
HCID174

Ethylene glycol

C2H6O2

结构：CC(C)(C)[O-].[K+]
HCID23665647

2-Methyl-2-propanol, potassium salt

C4H9KO

结构：C[C@@H]1CN(C(=O)OC(C)(C)C)CCN1c1nccnc1Cl
HCID86591091

未命名化合物

PRODUCTS

生成物

1
结构：C[C@@H]1CN(C(=O)OC(C)(C)C)CCN1c1nccnc1OCCO
HCID69366745

未命名化合物

收率 87%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CS(C)=O
溶剂HCID679

Dimethyl sulfoxide

C2H6OS

CONDITIONS

反应条件

温度
50 °C

PROCEDURE

实验过程

A mixture of tert-butyl (3R)-4-(3-chloropyrazin-2-yl)-3-methylpiperazine-1-carboxylate* (35 g, 0.11 mol), ethylene glycol (100 g, 1.61 mol) and t-BuOK (25 g, 0.22 mol) in DMSO (150 g) was stirred at 50° C. for 3 h. After this time, the reaction mixture was partitioned between EtOAc (500 g) and water (500 g) and sodium chloride (20 g) was added. The organic layer was concentrated in vacuo to furnish 32.5 g (87%) of the title product. HPLC purity: 75%. HRMS m/z calcd for C16H26N4O4 (M)+ 338.1954, found 338.1959. *Described in WO 00/76984, Example 172, Step 2.

WORKUP

后处理

  1. customAfter this time, the reaction mixture was partitioned between EtOAc (500 g) and water (500 g) and sodium chloride (20 g)
  2. additionwas added
  3. concentrationThe organic layer was concentrated in vacuo