85929-96-0

Basic information

• Product Name: 2-tert-Butylpyrimidin-5-ol
• Synonyms: 5-pyrimidinol, 2-(1,1-dimethylethyl)-; 2-(1,1-dimethylethyl)-5-pyrimidinol
• CAS NO: 85929-96-0
• Molecular Formula: C₈H₁₂N₂O
• Molecular Weight: 152.1937
• Mol File: 85929-96-0.mol

Chemical Properties

• Boiling Point: 236.6°C at 760 mmHg
• Flash Point: 96.9°C
• Density: 1.079g/cm³
• Vapor Pressure: 0.0306mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 2-tert-Butylpyrimidin-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-Butylpyrimidin-5-ol(85929-96-0)
• EPA Substance Registry System: 2-tert-Butylpyrimidin-5-ol(85929-96-0)

Safety Data

• Hazardous Substances Data: 85929-96-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-tert-Butylpyrimidin-5-ol is used as a potential therapeutic agent for the treatment of neurological disorders and neurodegenerative diseases, such as Alzheimer's disease, due to its potential anti-inflammatory and antioxidant properties.
Used in Nutraceutical Industry:
2-tert-Butylpyrimidin-5-ol is used as a potential ingredient in the development of new drugs and supplements for promoting overall health and well-being, given its potential benefits in the treatment of neurological disorders and neurodegenerative diseases.

Upstream product

• 91167-21-4 5-chloro-2-(1,1-dimethylethyl)pyrimidine 
• 85929-94-8 5-Bromo-2-(1,1-dimethylethyl)pyrimidine 
• 124053-04-9 3,4,5,6-tetrahydro-2-tert-butyl-5-hydroxypyrimidine 
• 75-98-9 Trimethylacetic acid 
• 61319-99-1 2-tert-butylpyrimidine 
• 67-56-1 methanol 
• 865-47-4 potassium tert-butylate 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 1051372-51-0 2-tert-butyl-5-(3-(3-(2-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5-yl)propoxy)pyrimidine 

Relevant articles and documents

Process for the preparation of 2-alkyl-5-hydroxypyrimidines from 1,3-diamino-2-propanol and an alkanecarboxylic acid

A process for the efficient manufacture of 2-alkyl-5-hydroxypyrimidines from relatively inexpensive raw materials is provided. The vapor phase condensation/cyclization of 1,3-diamino-2-propanol and an alkanecarboxylic acid produces an equilibrium mixture of 2-alkyl-5-hydroxytetrahydropyrimidine and 2-alkyl-5-(aminomethyl)oxazoline. After separation from the oxazoline, the tetrahydropyrimidine can be dehydrogenated under mild neutral conditions with manganese dioxide to produce 2-alkyl-5-hydroxypyrimidines.

Preparation of phosphoric acid derivatives and intermediates

A process for the preparation of a compound of the formula STR1 in which R is hydrogen, alkoxy, alkylamino, dialkylamino or an optionally substituted radical from the group consisting of alkyl, cycloalkyl, aralkyl and aryl, R1 is an optionally substituted radical from the group consisting of alkyl, alkoxy, alkylthio, mono- or dialkylamino and phenyl, R2 is optionally substituted alkyl, and Y is oxygen or sulphur, comprising (a1) reacting a compound of the formula STR2 with STR3 or with in which R5 is R except for hydrogen, or equivalent, to produce STR4 oxidizing that compound or its salt to STR5 and phosphorylating. Several of the intermediates are new.

SYNTHESIS OF 2-t-BUTYL-5-HYDROXYPYRIMIDINE VIA HYDROLYSIS OF 2-t-BUTYL-5-HALOPYRIMIDINES

The hydrolysis of 2-t-butyl-5-halopyrimidine (halogen = bromine or chlorine) with sodium methoxide in methanol yields 2-t-butyl-5-hydroxypyrimidine.The side reaction product, 2-t-butylpyrimidine, is substantially reduced, especially in the case of the bromo derivative, with catalytic amounts of elemental sulfur.

Process for the preparation of phosphoric acid derivatives and intermediate products

The process which comprises STR1 in which R represents hydrogen, alkoxy, alkylamino or dialkylamino or represents optionally substituted radicals from the series comprising alkyl, cycloalkyl and aryl, R1 represents optionally substituted radicals from the series comprising alkyl, alkoxy, alkylthio, mono- or dialkylamino and phenyl, R2 represents optionally substituted alkyl, R3 represents alkyl, alkoxy or aryl, X represents oxygen or sulphur, and Y represents halogen or a grouping --OCOR3. The intermediates do not have to be isolated. Some are new compounds.

Preparation of 2-t-butyl-5-hydroxypyrimidine

The hydrolysis of 2-t-butyl-5-halopyrimidines is carried out in the presence of an alkali metal methoxide and a catalytic amount of an N-oxide, a disulfide or elemental sulfur to prepare 2-t-butyl-5-hydroxypyrimidine in good yields and purity.