Thieno[2,3-d]pyrimidine, 5-bromo-4-chloro-

Thieno[2,3-d]pyrimidine, 5-bromo-4-chloro- - Names and Identifiers

Name	5-bromo-4-chloro-thieno[2,3-d]pyrimidine
Synonyms	5-BroMo-4-chlorothieno[2,... 5-Bromo-4-chlorothieno[2,3-d]pyrimidine 5-bromo-4-chlorothieno[2,3-d]pyrimidine 5-bromo-4-chloro-thieno[2,3-d]pyrimidine thieno[2,3-d]pyrimidine, 5-bromo-4-chloro- Thieno[2,3-d]pyrimidine, 5-bromo-4-chloro-
CAS	814918-95-1
InChI	InChI=1/C6H2BrClN2S/c7-3-1-11-6-4(3)5(8)9-2-10-6/h1-2H

Thieno[2,3-d]pyrimidine, 5-bromo-4-chloro- - Physico-chemical Properties

Molecular Formula	C6H2BrClN2S
Molar Mass	249.52
Density	1.955±0.06 g/cm3(Predicted)
Boling Point	345.5±37.0 °C(Predicted)
Flash Point	162.724°C
Vapor Presure	0mmHg at 25°C
pKa	-0.31±0.40(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2–8 °C
Refractive Index	1.736

Thieno[2,3-d]pyrimidine, 5-bromo-4-chloro- - Reference Information

introduction

5-bromo -4-chlorothieno [2,3-D] pyrimidine is a pyrimidine derivative, which can be used as an organic intermediate and is prepared from 6-bromo -4-chlorothieno [2,3-d] pyrimidine.

preparation

2.5 moles of BuLi(3.0
ml, 7.6 moles) in hexane are added in a solution of diisopropylamine (1.1 ml, 790 mg, 7.8 mmol) in anhydrous THF (15 ml) at about -50 ℃, preparation of lithium diisopropylamine (LDA). The solution was heated to 0°C for
10 minutes, and then added dropwise to a solution of 6-bromo-4-chlorothieno [2,3-d] pyrimidine (which was prepared as disclosed in WO
2003053446)(2.0g, 8.0 mmol) THF(30 ml) cooled to -100°C. The mixture was kept at -90 to -100°C for 45 minutes, and then
was quenched with saturated NH4Cl aqueous solution. The mixture was diluted with ethyl acetate (30 ml) and the separated organic phase was washed with water and brine, dried (Na2SO4) and evaporated. The residual
substance was recrystallized from the aqueous ethanol solution, and the separated solid was dissolved in dichloromethane and passed through a silica gel column, eluted with dichloromethane to produce 900 mg of material. A further 200 mg of the product was obtained from the evaporated recrystallization filtrate on 50mm × 250mm
YMC-AQ by reversed-phase high-pressure liquid chromatography (HPLC)(eluted with 70/30 acetonitrile/0.1% v/v
water-concentrated H2PO4). The total yield was 1.1g (55%).

Last Update：2024-04-10 22:29:15