Morpholine-3-carboxamide

Base Information

• Chemical Name: Morpholine-3-carboxamide
• CAS No.: 848488-74-4
• Molecular Formula: C5H10N2O2
• Molecular Weight: 130.147
• European Community (EC) Number: 841-865-1
• Mol file: 848488-74-4.mol

Synonyms:morpholine-3-carboxamide;848488-74-4;3-Morpholinecarboxamide;Morpholine-3-carboxylic acid amide;SCHEMBL1317533;YPSPPJRTCRMQGD-UHFFFAOYSA-N;YIB48874;MFCD12406987;AKOS006340095;CCG-211498;SB39000;AS-48062;DA-17434;CS-0225595;EN300-124383;F17613

Chemical Property of Morpholine-3-carboxamide

Chemical Property:

• Boiling Point: 350.0±37.0 °C(Predicted)
• PKA: 16.36±0.20(Predicted)
• PSA: 64.35000
• Density: 1.162±0.06 g/cm3(Predicted)
• LogP: -0.51080
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 130.074227566
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

98% ^*data from raw suppliers

3-Morpholinecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC(N1)C(=O)N
• Uses: 3-Morpholinecarboxamide is derived from 3-Morpholinecarbonitrile (M723800), which is used as a reactant in the synthesis of N-methyl pyrimidone derivatives as potent and orally bioavailable HIV integrase inhibitors.

Technology Process of Morpholine-3-carboxamide

There total 5 articles about Morpholine-3-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: 99.0%

3-morpholinecarboxylic acid methyl ester hydrochloride (1447972-26-0) → morpholine-3-carboxamide (848488-74-4)

Guidance literature:

With ammonia; In methanol; at 50 ℃; for 24h; Sealed tube;

Reference yield:

tert-butyl 3-(aminocarbonyl)morpholine 4-carboxylate (518047-39-7,1476028-20-2,1476028-21-3) → morpholine-3-carboxamide (848488-74-4)

Guidance literature:

With borane-THF; In tetrahydrofuran;

Reference yield:

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid (212650-43-6) → morpholine-3-carboxamide (848488-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; water

2: borane-THF / tetrahydrofuran

With borane-THF; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; water;

upstream raw materials:

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid

tert-butyl 3-(aminocarbonyl)morpholine 4-carboxylate

3-morpholinecarboxylic acid methyl ester hydrochloride

morpholine-3-carboxylic acid

Downstream raw materials:

ethyl 4-(2-bromo-4-fluorophenyl)-6-((3-carbamoylmorpholino)methyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Refernces

• 1、 -. "DIHYDROPYRIMIDINE COMPOUNDS AND THEIR APPLICATION IN PHARMACEUTICALS". Paragraph 00232. . Retrieved 2014/03/25.
• 2、 -. "QUINAZOLINE DERIVATIVES". Page/Page column 106. . Retrieved 2008/06/13.