706811-25-8

Basic information

• Product Name: 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-
• Synonyms: 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-;5-(4-broMophenyl)pyriMidine-4,6(1H,5H)-dione;5-(4-broMophenyl)-6-hydroxy- 4(1H)-PyriMidinone;5-(4-broMophenyl)pyriMidine-4,6-diol;5-(4-Bromophenyl)-6-hydroxypyrimidin-4(1H)-one;5-(4-Bromophenyl)-4,6-pyrimidinediol
• CAS NO: 706811-25-8
• Molecular Formula: C₁₀H₇BrN₂O₂
• Molecular Weight: 267.07878
• Mol File: 706811-25-8.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Density: 1.74±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.69±0.10(Predicted)
• CAS DataBase Reference: 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-(706811-25-8)
• EPA Substance Registry System: 4(1H)-PyriMidinone, 5-(4-broMophenyl)-6-hydroxy-(706811-25-8)

Safety Data

• Hazardous Substances Data: 706811-25-8(Hazardous Substances Data)

Usage

Uses

5-(4-Bromophenyl)pyrimidine-4,6-diol is used in preparation of pharmaceutical intermediate of Macitentan.

InChI:InChI=1S/C10H7BrN2O2/c11-7-3-1-6(2-4-7)8-9(14)12-5-13-10(8)15/h1-5H,(H2,12,13,14,15)

Upstream product

• 3473-63-0 formamidine acetic acid 
• 149506-35-4 2-(4-bromophenyl)-malonic acid dimethyl ester 
• 77287-34-4 formamide 
• 6313-33-3 formamidine hydrochloride 
• 157134-36-6 dimethyl 2-(4-bromobenzyl)malonate 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 14062-25-0 Ethyl 4-bromophenylacetate 
• 93139-85-6 2-(4-bromophenyl)malonic acid diethyl ester 

Downstream Products

• 146533-41-7 5-(4-bromophenyl)-4,6-dichloropyrimidine 
• 1433875-21-8 ACT-080803 
• 2211059-05-9 2‐((6‐amino‐5‐(4‐bromophenyl)pyrimidin‐4‐yl)oxy)ethan‐1‐ol 
• 556797-16-1 C₂₀H₂₁Br₂N₅O₄S 
• 1393813-61-0 C₂₀H₂₀Br₂N₆O₅S 
• 1393813-60-9 C₂₄H₂₂Br₂N₆O₄S 
• 441797-02-0 C₁₉H₁₈Br₂N₆O₄S 
• 441798-39-6 C₂₀H₂₂Br₂N₆O₄S 
• 441796-13-0 C₁₈H₁₈Br₂N₆O₄S 
• 441798-25-0 C₁₇H₁₆Br₂N₆O₄S 
• 441797-01-9 C₁₅H₁₇BrN₄O₄S 
• 441796-12-9 C₁₄H₁₇BrN₄O₄S 

Relevant articles and documents

Improved and single-pot process for the synthesis of macitentan, an endothelin receptor antagonist, via lithium amide-mediated nucleophilic substitution

Abstract: An improved, simple, efficient, and telescoped synthesis of macitentan, an endothelin receptor antagonist, starting from 5-(4-bromophenyl)-4,6-dichloropyrimidine in an overall yield of around 62% is described. Graphical abstract: [Figure not available: see fulltext.].

Synthetic method for macitentan drug intermediate

The invention discloses a synthetic method for a macitentan drug intermediate. The synthetic method for the macitentan drug intermediate comprises the following raw material components: 20-30 parts ofanhydrous methanol, 6-8 parts of 4-bromophenylacetic acid, 8-10 parts of sulfonyl chloride, 20-40 parts of sodium methoxide, 10-15 parts of dimethyl carbonate, 5-10 parts of formamidine hydrochloride, 60-80 parts of phosphorus oxychloride (newly evaporated) and 1-2 parts of N,N-dimethylaniline. According to the provided synthetic scheme, synthetic raw materials are simple, the purity of the obtained product is higher than that of like products, and the requirement for keeping synthesizing macitentan can be met.

4-PYRIMIDINESULFAMIDE DERIVATIVE

The invention relates to the compound of structural formula (I) and the salts thereof. Said compound is useful as endothelin receptor antagonist. The invention further relates to a process for preparing said compound.