5-Chloroimidazo[1,2-a]pyrazine synthesis
- Product Name:5-Chloroimidazo[1,2-a]pyrazine
- CAS Number:63744-41-2
- Molecular formula:C6H4ClN3
- Molecular Weight:153.57
107-20-0
0 suppliers
$22.60/5ml
33332-28-4
296 suppliers
$9.00/1g
63744-41-2
58 suppliers
$90.00/50mg
Yield:63744-41-2 73%
Reaction Conditions:
in 1,2-dimethoxyethane;water at 60; for 1.5 h;
Steps:
59
To a solution of 6-chloropyrazin-2-amine (0.5 g, 3.86 mmol) in DME (3 mL) at room temperature was slowly added 2-chloroacetaldehyde (45% aqueous solution, 2.4 mL, 14 mmol). The resulting mixture was heated to 66 °C for 90 minutes, cooled to room temperature, and then basified with IN NaOH. This basified mixture was extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated. The crude material was purified by silica gel chromatography (eluting with 0-10% MeOH in DCM) to provide Intermediate 59 (430 mg, 73% yield). MS (ES): m/z= 153.9 [M+H]+. XH NMR (400 MHz, DMSO-d6) δ ppm 9.12 (1 H, s), 8.27 (1 H, s), 8.15 (1 H, s), 7.85 (1 H, s). Intermediate 59 was used in the synthesis of Example 251.
References:
WO2012/15723,2012,A1 Location in patent:Page/Page column 106; 107
7252-83-7
429 suppliers
$5.00/10g
33332-28-4
296 suppliers
$9.00/1g
63744-41-2
58 suppliers
$90.00/50mg