2,4-Dimethoxypyrimidine-5-boronic acid

Base Information

• Chemical Name: 2,4-Dimethoxypyrimidine-5-boronic acid
• CAS No.: 89641-18-9
• Molecular Formula: C6H9BN2O4
• Molecular Weight: 183.959
• Hs Code.: 2933599090
• European Community (EC) Number: 672-292-3
• DSSTox Substance ID: DTXSID301008905
• Nikkaji Number: J3.010.393I
• Wikidata: Q72468437
• Mol file: 89641-18-9.mol

Synonyms:2,4-Dimethoxypyrimidine-5-boronic acid;89641-18-9;(2,4-dimethoxypyrimidin-5-yl)boronic acid;2,4-Dimethoxyprimidine-5-boronic acid;89641-68-9;2,4-dimethoxypyrimidin-5-ylboronic acid;2,4-Dimethoxypyrimidine-5-boronic acid;MFCD01318985;2,4-DIMETHOXY-5-PYRIMIDINYLBORONIC ACID;2,4-dimethoxy-5-pyrimidineboronic acid;C6H9BN2O4;SCHEMBL9591;AMY1601;LKGKUACPLXCVOF-UHFFFAOYSA-N;DTXSID301008905;BBL104407;STK503731;2,4-dimethoxy-5-pyrimidylboronic acid;2,4-dimethoxypyrimidin-5-boronic acid;AKOS004113797;AB08797;CS-W017028;SB57625;2,4-Dimethoxy-pyrimidin-5-boronic acid;2,4-dimethoxypyrimidine 5-boronic acid;2,6-dimethoxy-5-pyrimidineboronic acid;2,4-Dimethoxy-pyrimidine-5-boronic acid;NCGC00249519-01;(2,4-dimethoxypyrimidin-5-yl)boronicacid;2,4-dimethoxy-5-pyrimidinyl boronic acid;2,4-dimethoxypyrimidin-5-yl boronic acid;2,4-dimethoxypyrimidin-5-yl-boronic acid;AC-26739;AS-14904;SY022305;2,4-Di-methoxy-pyrimidine-5-boronic acid;(2,4-dimethoxy-5-pyrimidinyl)boronic acid;D5632;FT-0604583;2,4-Dimethoxy-5-pyrimidinylboronic acid, 90%;P17492;[2,4-bis(methyloxy)-5-pyrimidinyl]boronic acid;EN300-6473247;J-507238;Z1203161910

Chemical Property of 2,4-Dimethoxypyrimidine-5-boronic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 7.98E-08mmHg at 25°C
• Melting Point: 113-117 °C
• Refractive Index: 1.516
• Boiling Point: 420.6 °C at 760 mmHg
• PKA: 5.62±0.58(Predicted)
• Flash Point: 208.1 °C
• PSA: 84.70000
• Density: 1.33 g/cm³
• LogP: -1.82640
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 184.0655369
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dimethoxypyrimidine-5-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CN=C(N=C1OC)OC)(O)O

Technology Process of 2,4-Dimethoxypyrimidine-5-boronic acid

There total 5 articles about 2,4-Dimethoxypyrimidine-5-boronic acid 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: 83.0%

C21H31BN2O4 → 2,4-dimethoxypyrimidin-5-ylboronic acid (89641-18-9)

Guidance literature:

C₂₁H₃₁BN₂O₄; With 2,2'-iminobis[ethanol];

With hydrogenchloride; for 0.5h;

With hydrogenchloride; for 0.5h;

DOI:10.1055/s-2001-10762

Reference yield: 80.0%

potassium (2,4-dimethoxypyrimidin-5-yl)trifluoroborate → 2,4-dimethoxypyrimidin-5-ylboronic acid (89641-18-9)

Guidance literature:

With iron(III) chloride; water; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.09.140

Reference yield:

5-bromo-2,4-dimethoxypyrimidine (56686-16-9) → 2,4-dimethoxypyrimidin-5-ylboronic acid (89641-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique

1.2: 16 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

2.1: tetrahydrofuran; hexane / 16 h / Inert atmosphere; Schlenk technique

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1039/c7tc03110f

upstream raw materials:

5-bromo-2,4-dimethoxypyrimidine

hydrogenchloride

Downstream raw materials:

9-hydroxy-4-pyridin-3-yl-6H-pyrrolo[3,4-c]carbazole-1,3-dione

9-Hydroxy-4-(3-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

Refernces

• 1、 Blevins, David W.,Yao, Min-Liang,Yong, Li,Kabalka, George W.. "Iron trichloride promoted hydrolysis of potassium organotrifluoroborates". experimental part. p. 6534 - 6536. Retrieved 2011/12/22.
• 2、 Song,Morin. "Cedranediolborane as a borylating agent for the preparation of boronic acids: Synthesis of a boronated nucleoside analogue". . p. 266 - 268. Retrieved 2007/10/03.