Azetidine-2-carboxamide

Base Information

• Chemical Name: Azetidine-2-carboxamide
• CAS No.: 130973-78-3
• Molecular Formula: C4H8N2O
• Molecular Weight: 100.12
• Hs Code.: 2933990090
• European Community (EC) Number: 827-445-0
• DSSTox Substance ID: DTXSID50926988
• Mol file: 130973-78-3.mol

Synonyms:azetidine-2-carboxamide;130973-78-3;2-azetidinecarboxamide;AZETIDINE-2-CARBOXYLIC ACID AMIDE;(R)-AZETIDINE-2-CARBOXAMIDE;Azetidine-2-carboxylicacidamide;50712-78-2;Azetidine-2-carboximidic acid;SCHEMBL1024690;DTXSID50926988;KKCWBKUOPJMUQV-UHFFFAOYSA-N;AMY38555;MFCD06658333;AKOS006292080;MB03936;AS-30278;CS-0005435;EN300-862094;A806175

Chemical Property of Azetidine-2-carboxamide

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.504
• Boiling Point: 300.919 °C at 760 mmHg
• PKA: 16.21±0.20(Predicted)
• Flash Point: 135.791 °C
• PSA: 55.12000
• Density: 1.172 g/cm³
• LogP: -0.13730
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.063662883
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

98%min ^*data from raw suppliers

Azetidine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC1C(=O)N
• Uses: Azetidine-2-carboxamide is used in the discovery of NVP-BYL719 I, which is a potent and selective phosphatidylinositol-3 kinase alpha inhibitor.

Technology Process of Azetidine-2-carboxamide

There total 2 articles about Azetidine-2-carboxamide 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: 65.0%

tert-butyl 2-carbamoylazetidine-1-carboxylate (1219220-82-2) → azetidine-2-carboxamide (130973-78-3,50712-78-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 2h;

Reference yield:

→ azetidine-2-carboxamide (130973-78-3,50712-78-2)

Guidance literature:

/BRN= 482256/ 11, H2, Pd-C;

Reference yield: 74.7%

tert-butyl N-[[6-[2-chloro-3-[2-chloro-3-(3-formyl-4-oxopyrido[1,2-a]pyrimidin-8-yl)phenyl]phenyl]-2-methoxy-3-pyridyl]methyl]-N-[[(2S)-5-oxopyrrolidin-2-yl]methyl]carbamate + azetidine-2-carboxamide (130973-78-3,50712-78-2) → tert-butyl N-[[6-[3-[3-[3-[(2-carbamoylazetidin-1-yl)methyl]-4-oxopyrido[1,2-a]pyrimidin-8-yl]-2-chlorophenyl]-2-chlorophenyl]-2-methoxy-3-pyridyl]methyl]-N-[[(2S)-5-oxopyrrolidin-2-yl]methyl]carbamate

Guidance literature:

tert-butyl N-[[6-[2-chloro-3-[2-chloro-3-(3-formyl-4-oxopyrido[1,2-a]pyrimidin-8-yl)phenyl]phenyl]-2-methoxy-3-pyridyl]methyl]-N-[[(2S)-5-oxopyrrolidin-2-yl]methyl]carbamate; azetidine-2-carboxamide; With acetic acid; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

With sodium cyanoborohydride; In tetrahydrofuran; methanol; for 2h;

upstream raw materials:

tert-butyl 2-carbamoylazetidine-1-carboxylate

Downstream raw materials:

2-aminomethylazetidine

Refernces