N,N-Dimethyl-3-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)propan-1-amine

Base Information

• Chemical Name: N,N-Dimethyl-3-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)propan-1-amine
• CAS No.: 918643-56-8
• Molecular Formula: C16H27BN2O3
• Molecular Weight: 306.213
• Hs Code.: 2934999090
• European Community (EC) Number: 691-767-6
• DSSTox Substance ID: DTXSID00592132
• Wikidata: Q82486067
• Mol file: 918643-56-8.mol

Synonyms:918643-56-8;N,N-Dimethyl-3-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)propan-1-amine;2-(3-N,N-Dimethylamino-propoxy)pyridine-5-boronic acid, pinacol ester;N,N-dimethyl-3-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxypropan-1-amine;Dimethyl-{3-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yloxy]-propyl}-amine;6-(3-N,N-Dimethylamino-propoxy)pyridine-3-boronic acid pinacol ester;N,N-dimethyl-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yloxy)propan-1-amine;2-(3-N,N-Dimethylamino-propoxy)-pyridine-5-boronic acid pinacol ester;DIMETHYL(3-{[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL]OXY}PROPYL)AMINE;N,N-Dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}propan-1-amine;2-(3-N,N-Dimethylamino-propoxy)-pyridine-5-boronic acid pinacol ester;SCHEMBL306428;DTXSID00592132;QWJUJXPYTLOKRL-UHFFFAOYSA-N;2-(3-N,N-Dimethylaminopropoxy)pyridine-5-boronic acid pinacol ester;MFCD06797989;AKOS015950049;AB29746;FD10026;AS-48765;CS-0173903;A860208;J-523254;2-(3-N,N-Dimethylamino-propoxy)pyridine-5-boronicacid,pinacolester;6-(3-dimethylaminopropoxy)-pyridine-3-boronic acid pinacol ester;2-(3-N,N-Dimethylamino-propoxy)pyridine-5-boronic acid pinacol ester;dimethyl-{3-[5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyrid-2-yloxy]propyl}amine;dimethyl-(3-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-yloxy]-propyl)-amine, AldrichCPR;N,N-Dimethyl-3-((5-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)pyridin-2-yl)oxy)propan-1-amine;N,N-dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]oxy}-1-propanamine;N,N-dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}propane-1-amine

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

Chemical Property:

• Vapor Pressure: 8.07E-07mmHg at 25°C
• Refractive Index: 1.501
• Boiling Point: 406.5 °C at 760 mmHg
• PKA: 9.30±0.28(Predicted)
• Flash Point: 199.7 °C
• PSA: 43.82000
• Density: 1.04 g/cm³
• LogP: 1.71130
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 306.2114729
• Heavy Atom Count: 22
• Complexity: 347

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2-(3-N,N-Dimethylamino-propoxy)pyridine-5-boronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)OCCCN(C)C
• Uses: 2-(3-N,N-Dimethylamino-propoxy)pyridine-5-boronic acid, pinacol ester

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

There total 4 articles about N,N-Dimethyl-3-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)propan-1-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: 11.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 3-[(5-bromopyridin-2-yl)oxy]-N,N-dimethylpropan-1-amine → N,N-dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}propane-1-amine (918643-56-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 - 18 ℃; for 4.16667h; Inert atmosphere;

Reference yield:

3-Dimethylamino-1-propanol (3179-63-3) → N,N-dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}propane-1-amine (918643-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 20 °C

1.2: 4 h / 30 °C

2.1: n-butyllithium / tetrahydrofuran / 4.17 h / -78 - 18 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

5-bromo-2-fluoropyridine (766-11-0) → N,N-dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}propane-1-amine (918643-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 20 °C

1.2: 4 h / 30 °C

2.1: n-butyllithium / tetrahydrofuran / 4.17 h / -78 - 18 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

3-Dimethylamino-1-propanol

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5-bromo-2-fluoropyridine

bis(pinacol)diborane

Downstream raw materials:

AZD0156

Refernces

• 1、 -. "DUAL ATM AND DNA-PK INHIBITORS FOR USE IN ANTI-TUMOR THERAPY". Page/Page column 245; 246. . Retrieved 2019/11/12.
• 2、 -. "CINNOLIN-4-AMINE COMPOUNDS AND THEIR USE IN TREATING CANCER". . . Retrieved 2017/10/30.