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2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester

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2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester manufacturers

2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester Basic information
Product Name:2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester
Synonyms:2-(4-Morphelino)pyrimidine-5-boronic acid pinacol ester;9 2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester;2-Morpholino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine;2-Morpholino-4-pyrimidine-5-boronic acid pinacol ester;4-(5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidin-2-yl)Morpholine;2-(4-Morpholino)pyrimidine-5-boronic acid, pinacol eser;2-(4-Morpholino)pyrimidine-5-boronic acid, pinacol ester 97%;2-(Morpholino)pyrimidine-5-boronic acid pinacol ester
CAS:957198-30-0
MF:C14H22BN3O3
MW:291.15
EINECS:
Product Categories:Organoborons;Pyrimidine
Mol File:957198-30-0.mol
2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester Structure
2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester Chemical Properties
density 1.16
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form solid
AppearanceWhite to off-white Solid
InChI1S/C14H22BN3O3/c1-13(2)14(3,4)21-15(20-13)11-9-16-12(17-10-11)18-5-7-19-8-6-18/h9-10H,5-8H2,1-4H3
InChIKeyHNVAYPJNFUXYII-UHFFFAOYSA-N
SMILESCC1(C)OB(C2=CN=C(N=C2)N3CCOCC3)OC1(C)C
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany WGK 3
HS Code 2934999090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester Usage And Synthesis
Synthesis
5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE

84539-22-0

Bis(pinacolato)diboron

73183-34-3

2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER

957198-30-0

4-(5-bromopyrimidin-2-yl)morpholine (2.01 g, 8.23 mmol), pinacol ester of bis(boronic acid) (3.8 g, 15 mmol), potassium acetate (2.5 g, 25 mmol) and Pd(dppf)Cl2 (0.61 g, 0.83 mmol) were mixed in 1,4-dioxane (30 mL). The reaction mixture was stirred at 90 °C overnight under nitrogen protection. After completion of the reaction, the mixture was cooled to room temperature and diluted with water (20 mL). The reaction mixture was extracted with dichloromethane (30 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (v/v = 7/3) as eluent to give a white solid product (0.4 g, 88% yield). m/z MS (ESI, cationic): 292.0 [M + 1]+.

References[1] Patent: WO2016/615, 2016, A1. Location in patent: Paragraph 00730
2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester Preparation Products And Raw materials
Raw materials5-Bromo-2-morpholin-1-yl-pyrimidine-->Bis(pinacolato)diboron-->Potassium Acetate-->[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)-->1,4-Dioxane
Tag:2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester(957198-30-0) Related Product Information
2-(4-Morpholino)pyrimidine-5-boronic acid pinacol ester Pyrimidine-5-boronic acid 5-Pyrimidinylboronic acid Pyrimidine-5-boronic acid pinacol ester 2-Amino-pyrimidine-5-boronic acid 2-Dimethylamino-pyrimidine-5-boronic acid pinacol ester 2-Morpholinopyrimidin-5-ylboronic acid Boronic acid, [2-(dimethylamino)-5-pyrimidinyl]- (9CI) 2-Aminopyrimidine-5-boronic Acid Pinacol Ester