N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

Base Information

• Chemical Name: N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
• CAS No.: 1032759-30-0
• Molecular Formula: C12H20BN3O2
• Molecular Weight: 249.121
• Hs Code.: 2934999090
• European Community (EC) Number: 640-445-3
• DSSTox Substance ID: DTXSID10585959
• Nikkaji Number: J2.975.540J
• Wikidata: Q72469221
• Mol file: 1032759-30-0.mol

Synonyms:1032759-30-0;N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine;2-DIMETHYLAMINO-PYRIMIDINE-5-BORONIC ACID PINACOL ESTER;2-dimethylaminopyrimidine-5-boronic acid pinacol ester;MFCD07368238;2-(dimethylamino)pyrimidine-5-boronic acid pinacol ester;2-Dimethylaminopyrimidine-5-boronic acid, pinacol eser;N,N-dimethyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine;SCHEMBL1192101;DTXSID10585959;RMPRVJCNMPFBCX-UHFFFAOYSA-N;BCP05741;(2-(DIMETHYLAMINO)PYRIMIDIN-5-YL)BORONIC ACID PINACOL ESTER;AKOS015960247;AB31970;AM80925;BS-25975;EN300-2007661;A849886;J-000922;J-523261;2-dimethylamino-pyrimidin-5-boronic acid pinacol ester;Z2044808341;2-(Dimethylamino)pyrimidine-5-boronic acid pinacol ester, 97%;N,N-Dmethyl-5-(4,4,5,5-Tetramethyl-1,3,2-doxaborolan-2-yl)pyrmdn-2-amne;2-Pyrimidinamine, N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;dimethyl-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-yl]-amine;N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine;2-(Dimethylamino)pyrimidine-5-boronic acid pinacol ester

Chemical Property of N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

Chemical Property:

• Melting Point: 107-112 ?C
• Boiling Point: 369.2±34.0 °C(Predicted)
• PKA: 3.94±0.10(Predicted)
• PSA: 47.48000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 0.84180
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 249.1648571
• Heavy Atom Count: 18
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

2-(Dimethylamino)pyrimidine-5-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(N=C2)N(C)C

Technology Process of N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

There total 2 articles about N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

5-bromo-N,N-dimethylpyrimidin-2-amine (38696-21-8) + bis(pinacol)diborane (73183-34-3) → N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine-2-amine (1032759-30-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; 1,2-dimethoxyethane; at 150 ℃; for 0.25h; Inert atmosphere; Microwave irradiation;

Reference yield: 26.0%

→ N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine-2-amine (1032759-30-0)

Guidance literature:

Reference yield: 80.0%

N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine-2-amine (1032759-30-0) + 5-chloro-1-(2-fluoro-phenyl)-4-formyl-1H-pyrazole-3-carboxylic acid cyclohexylamide (1034303-30-4) → 5-(2-dimethylamino-pyrimidin-5-yl)-1-(2-fluoro-phenyl)-4-formyl-1H-pyrazole-3-carboxylic acid cyclohexylamide (1034303-40-6)

Guidance literature:

With potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; In 1,4-dioxane; at 60 ℃; for 16h;

upstream raw materials:

5-bromo-N,N-dimethylpyrimidin-2-amine

bis(pinacol)diborane

Downstream raw materials:

5-(2-dimethylamino-pyrimidin-5-yl)-1-(2-fluoro-phenyl)-4-formyl-1H-pyrazole-3-carboxylic acid cyclohexylamide

N-(4-(5-(2-(dimethylamino)pyrimidin-5-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino)phenyl)acetamide

Cu(III) 10-(4-(2-dimethylaminopyrimidin-5-yl)phenyl)-5,15-bis(pentafluorophenyl)corrole

C₂₅H₂₇N₅

Refernces

• 1、 -. "PHOSPHOTIDYLINOSITOL 3-KINASE INHIBITORS". Page/Page column 39-40. . Retrieved 2017/12/05.
• 2、 -. "PYRIDINYL DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF AS AOC3 INHIBITORS". Page/Page column 46. . Retrieved 2017/12/01.