389621-84-5

Basic information

• Product Name: 4-(MORPHOLINE-4-CARBONYL)PHENYLBORONIC ACID
• Synonyms: 4-(MORPHOLINOCARBONYL)PHENYL BORONIC ACID;4-(MORPHOLINE-4-CARBONYL)BENZENEBORONIC ACID;4-(MORPHOLINE-4-CARBONYL)PHENYLBORONIC ACID;4-(4-MORPHOLINYLCARBONYL)PHENYLBORONIC ACID;N-MORPHOLINYL 4-BORONOBENZAMIDE;Boronic acid, [4-(4-morpholinylcarbonyl)phenyl]- (9CI);4-(Morpholine-4-carbonyl)phebylboronic acid;4-(Morpholin-4-ylcarbonyl)benzeneboronic acid
• CAS NO: 389621-84-5
• Molecular Formula: C₁₁H₁₄BNO₄
• Molecular Weight: 235.04
• Product Categories: BORONICACID;blocks;BoronicAcids;Boronic acids;Boronate Ester;Boronic Acid;Potassium Trifluoroborate
• Mol File: 389621-84-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 126-132°C
• Boiling Point: 481.6 °C at 760 mmHg
• Flash Point: 245.1 °C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 4.38E-10mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.29±0.16(Predicted)
• CAS DataBase Reference: 4-(MORPHOLINE-4-CARBONYL)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(MORPHOLINE-4-CARBONYL)PHENYLBORONIC ACID(389621-84-5)
• EPA Substance Registry System: 4-(MORPHOLINE-4-CARBONYL)PHENYLBORONIC ACID(389621-84-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 389621-84-5(Hazardous Substances Data)

Usage

Uses

4-(Morpholinocarbonyl)benzeneboronic Acid, is a building block used for the synthesis of various pharmaceutical and biologically active compounds. It is used for the synthesis of a series of arylphthalazine derivatives as potent, and orally bioavailable inhibitors of VEGFR-2.

InChI:InChI=1/C11H14BNO4/c14-11(13-5-7-17-8-6-13)9-1-3-10(4-2-9)12(15)16/h1-4,15-16H,5-8H2

Upstream product

• 79271-22-0 4-(4-Iodobenzoyl)morpholine 
• 19202-04-1 N-(4-chlorobenzoyl)morpholine 
• 110-91-8 morpholine 
• 332154-57-1 (4-(chlorocarbonyl)phenyl)boronic acid 
• 14047-29-1 4-carboxyphenylboronic acid 

Downstream Products

• 949557-72-6 N-(3-fluoro-4-(1-(4-methoxybenzyl)-3-(4-(morpholine-4-carbonyl)phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide 
• 1235467-68-1 methyl 3-amino-6-bromo-2-(4-(morpholine-4-carbonyl)phenyl)-isonicotinate 
• 1000067-96-8 5-[4-(morpholin-4-ylcarbonyl)phenyl]pyrazin-2-amine 
• 1450666-71-3 5-{4-[(morpholin-4-yl)carbonyl]phenyl}-3-[6-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine 
• 1450666-70-2 5-{4-[(morpholin-4-yl)carbonyl]phenyl}-3-[4-(trifluoromethyl)phenyl]pyrazin-2-amine 
• 949558-53-6 2-(cyclohexylmethyl)-5-(3-fluoro-4-(1-(4-methoxybenzyl)-3-(4-(morpholine-4-carbonyl)phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-3-methylpyrimidin-4(3H)-one 
• 949558-41-2 (4-(4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)phenyl)(morpholino)methanone 
• 949558-33-2 5-(3-fluoro-4-(1-(4-methoxybenzyl)-3-(4-(morpholine-4-carbonyl)phenyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl)-3-methyl-2-(phenylamino)pyrimidin-4(3H)-one 

Relevant articles and documents

INDOLINONE COMPOUNDS FOR USE AS MAP4K1 INHIBITORS

The present disclosure is directed to compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein ring A, ring C, X1, X2, L1, R1, R2, R3, R4, R5, R6, R7, m and n are as defined herein, which are useful as MAP4K1 inhibitors, processes for their preparation, pharmaceutical compositions comprising the compounds, and the use of the compounds or the compositions in the treatment or prevention of various diseases, conditions and/or disorders mediated by MAP4K1.

Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4]

Arylboronic acids are gaining increased importance as reagents and target structures in a variety of useful applications. Recently, the palladium-catalyzed synthesis of arylboronic acids employing the atom-economical tetrahydroxydiboron (BBA) reagent has been reported. The high cost associated with palladium, combined with several limitations of both palladium- and copper-catalyzed processes, prompted us to develop an alternative method. Thus, the nickel-catalyzed borylation of aryl and heteroaryl halides and pseudohalides using tetrahydroxydiboron (BBA) has been formulated. The reaction proved to be widely functional group tolerant and applicable to a number of heterocyclic systems. To the best of our knowledge, the examples presented here represent the only effective Ni-catalyzed Miyaura borylations conducted at room temperature.

Palladium-catalyzed borylation of aryl and heteroaryl halides utilizing tetrakis(dimethylamino)diboron: One step greener

The palladium-catalyzed borylation of aryl and heteroaryl halides with a novel borylating agent, tetrakis(dimethylamino)diboron [(Me2N) 2B-B(NMe2)2], is reported. The method is complementary to the previously reported method utilizing bis-boronic acid (BBA) in that certain substrates perform better under one set of optimized reaction conditions than the other. Because tetrakis(dimethylamino)diboron is the synthetic precursor to both BBA and bis(pinacolato)diboron (B 2Pin2), the new method represents a more atom-economical and efficient approach to current borylation methods.