6-(Diethylcarbamoyl)pyridine-3-boronicacidpinacolester

• CAS: 911227-46-8
• Catalog Number: ACM911227468
• Category: Boronic Esters
• Molecular Weight: 304.19
• Molecular Formula: C₁₆H₂₅BN₂O₃
• Synonyms: 5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE-2-CARBOXYLIC ACID DIETHYLAMIDE;6-(DIETHYLCARBAMOYL)PYRIDINE-3-BORONIC ACID PINACOL ESTER
• IUPAC Name: N,N-diethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide
• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)C(=O)N(CC)CC
• InChI Key: KCJOSYVHWLABNF-UHFFFAOYSA-N
• Exact Mass: 304.19600
• H-Bond Acceptor: 4
• H-Bond Donor: 0

Custom Q&A

What is the molecular formula of the compound?

The molecular formula of the compound is C16H25BN2O3.

What is the name of the compound according to the IUPAC naming system?

The IUPAC name of the compound is N,N-diethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide.

What is the InChI key of the compound?

The InChI key of the compound is KCJOSYVHWLABNF-UHFFFAOYSA-N.

How many hydrogen bond acceptors are in the compound?

There are 4 hydrogen bond acceptors in the compound.

What is the exact mass of the compound?

The exact mass of the compound is 304.1958228 g/mol.

What is the topological polar surface area of the compound?

The topological polar surface area of the compound is 51.7 Ų.

How many heavy atoms are present in the compound?

There are 22 heavy atoms present in the compound.

Does the compound have any defined atom stereocenter count?

No, the compound does not have any defined atom stereocenter count.

Is the compound canonicalized?

Yes, the compound is canonicalized.

What is the PubChem CID of the compound?

The PubChem CID of the compound is 22831617.

Synthetic Use

Upstream Synthesis Route 1

• 73183-34-3
• 673485-54-6

• 911227-46-8

Reference: [1]Current Patent Assignee: MERCK & CO INC - WO2005/33073, 2005, A2
Location in patent: Page/Page column 245
[2]Location in patent: experimental part
Bourdonnec, Bertrand Le; Windh, Rolf T.; Leister, Lara K.; Zhou, Q. Jean; Ajello, Christopher W.; Gu, Minghua; Chu, Guo-Hua; Tuthill, Paul A.; Barker, William M.; Koblish, Michael; Wiant, Daniel D.; Graczyk, Thomas M.; Belanger, Serge; Cassel, Joel A.; Feschenko, Marina S.; Brogdon, Bernice L.; Smith, Steven A.; Derelanko, Michael J.; Kutz, Steve; Little, Patrick J.; Dehaven, Robert N.; DeHaven-Hudkins, Diane L.; Dolle, Roland E.
[Journal of Medicinal Chemistry, 2009, vol. 52, # 18, p. 5685 - 5702]

Upstream Synthesis Route 2

• 673485-54-6

• 911227-46-8

Reference: [1]Current Patent Assignee: MERCK & CO INC - WO2006/105442, 2006, A2
Location in patent: Page/Page column 142; 297

Downstream Synthesis Route 1

• 911227-46-8
• 911227-44-6

• 911227-47-9

Reference: [1]Current Patent Assignee: MERCK & CO INC - WO2005/33073, 2005, A2
Location in patent: Page/Page column 245-246
[2]Location in patent: experimental part
Bourdonnec, Bertrand Le; Windh, Rolf T.; Leister, Lara K.; Zhou, Q. Jean; Ajello, Christopher W.; Gu, Minghua; Chu, Guo-Hua; Tuthill, Paul A.; Barker, William M.; Koblish, Michael; Wiant, Daniel D.; Graczyk, Thomas M.; Belanger, Serge; Cassel, Joel A.; Feschenko, Marina S.; Brogdon, Bernice L.; Smith, Steven A.; Derelanko, Michael J.; Kutz, Steve; Little, Patrick J.; Dehaven, Robert N.; DeHaven-Hudkins, Diane L.; Dolle, Roland E.
[Journal of Medicinal Chemistry, 2009, vol. 52, # 18, p. 5685 - 5702]
[3]Current Patent Assignee: MERCK & CO INC - WO2006/105442, 2006, A2
Location in patent: Page/Page column 142; 297-298

* For details of the synthesis route, please refer to the original source to ensure accuracy.