63810-78-6

Basic information

• Product Name: 5-BROMO-4-CHLORO-2-METHYLSULFANYL-PYRIMIDINE
• Synonyms: 5-BROMO-4-CHLORO-2-METHYLSULFANYL-PYRIMIDINE;5-Bromo-4-chloro-2-(methylthio)pyrimidine ,97%;5-Bromo-4-chloro-2-(methylthio)pyrimidine;Pyrimidine, 5-bromo-4-chloro-2-(methylthio)-;5-Bromo-4-chloro-2-(methy...
• CAS NO: 63810-78-6
• Molecular Formula: C₅H₄BrClN₂S
• Molecular Weight: 239.52066
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 63810-78-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 45.0 to 49.0 °C
• Boiling Point: 309.5 °C at 760 mmHg
• Flash Point: 141 °C
• Appearance: /
• Density: 1.83 g/cm³
• Vapor Pressure: 0.00116mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: -1.97±0.29(Predicted)
• CAS DataBase Reference: 5-BROMO-4-CHLORO-2-METHYLSULFANYL-PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-4-CHLORO-2-METHYLSULFANYL-PYRIMIDINE(63810-78-6)
• EPA Substance Registry System: 5-BROMO-4-CHLORO-2-METHYLSULFANYL-PYRIMIDINE(63810-78-6)

Safety Data

• Statements: 34-22
• Safety Statements: 26-36/37/39-45
• RIDADR: 2923
• HazardClass: 8
• PackingGroup: Ⅲ
• Hazardous Substances Data: 63810-78-6(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C5H4BrClN2S/c1-10-5-8-2-3(6)4(7)9-5/h2H,1H3

Upstream product

• 81560-03-4 2-methylsulfanyl-5-bromopyrimidin-4-one 
• 49844-90-8 4-Chloro-2-methylthiopyrimidine 
• 5751-20-2 2-Methylthiouracil 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 79091-21-7 6-methylsulfonyl-2-phenyl-4H-pyrimido<4,5-e><1,3,4>thiadiazine 
• 99451-55-5 8-bromo-5-(methylthio)-[1,2,4]triazolo[4,3-c]pyrimidine 
• 1270498-12-8 (3S,5S)-3-(5-bromo-2-methylsulfanyl-pyrimidin-4-ylamino)-5-methyl-piperidine-1-carboxylic acid benzyl ester 
• 1270499-05-2 C₁₅H₂₃BrN₄O₂S 
• 76905-61-8 5-bromo-4-diphenylphosphinyl-2-methylthiopyrimidine 
• 122372-24-1 5-bromo-2-methylsulfonyl-4-(β-styryl)pyrimidine 
• 14001-67-3 5-bromo-2-methylthiopyrimidine 
• 79091-24-0 5-bromo-4-chloro-2-(methylsulfonyl)pyrimidine 
• 74298-50-3 6-(Methylthio)-4-phenyl-2-(phenylazo)-4H-1,3,4-pyrimido<4,5-e>thiadiazine 
• 63810-92-4 2,4-Diphenyl-6-(methylthio)-4H-1,3,4-pyrimido<4,5-e>thiadiazine 
• 74298-49-0 2,4-Diphenyl-6-(methylthio)-4H-1,3,4-pyrimido<4,5-e>oxadiazine 
• 122372-12-7 5-bromo-2-methylthio-4-(β-styryl)pyrimidine 
• 81560-09-0 5-bromo-4-methoxy-2-(methylthio)pyrimidine 

Relevant articles and documents

A new and efficient protocol for the synthesis of the key intermediate of palbociclib

A new and efficient synthesis of 6-bromo-8-cyclopentyl-5-methyl-2-(methylsulfinyl)-pyrido[2,3-d]pyrimidin-7(8H)-one, a key intermediate of Palbociclib, starting from thiouracil was described. This protocol involved methylation, nucleophilic substitution, bromination, nucleophilic substitution, Heck reaction, ring closure, oxidation, and bromination to afford a key intermediate of Palbociclib with approximately 35% overall yield. The advantages of this developed synthetic strategy included improved overall yield, inexpensive starting materials, and readily controllable and cleaner reaction conditions.

A Palumbo vial preparation method of the key intermediate (by machine translation)

The invention discloses a Palumbo Xilin key intermediate 6 - bromo - 2 - methyl sulfonyl - 8 - cyclopentyl - 5 - methyl pyridine and (2, 3 - d) pyrimidine - 7 (8 H) - ketone. The method uses the thiourea pyrimidine as the starting material, by methylation, chloro, bromo synthesis of 5 - bromo - 4 - chloro - 2 - methylthio-pyrimidine, then with the cyclopentamine alkylation, with 2 - butenoic acid by the heck reaction, then the intramolecular acylation reaction for the synthesis of 2 - methylthio - 8 - cyclopentyl - 5 - methyl pyridine and (2, 3 - d) pyrimidine - 7 (8 H) - one, finally with the NBS reaction for the preparation of 6 - bromo - 2 - methyl sulfonyl - 8 - cyclopentyl - 5 - methyl pyridine and (2, 3 - d) pyrimidine - 7 (8 H) - one. The preparation process of the present invention short step, not using the dangerous process, simple and convenient operation, low cost of raw materials, to meet the using requirements of the people. (by machine translation)