2-(Morpholinomethyl)acrylic acid

Base Information

• Chemical Name: 2-(Morpholinomethyl)acrylic acid
• CAS No.: 4432-44-4
• Molecular Formula: C8H13 N O3
• Molecular Weight: 171.19
• Hs Code.: 2934999090
• European Community (EC) Number: 888-562-0
• DSSTox Substance ID: DTXSID30439182
• Nikkaji Number: J638.150B
• Mol file: 4432-44-4.mol

Synonyms:2-(Morpholinomethyl)acrylic acid;4432-44-4;2-MORPHOLIN-4-YLMETHYL-ACRYLIC ACID;2-(morpholin-4-ylmethyl)prop-2-enoic Acid;2-(Morpholinomethyl)acrylicacid;2-[(morpholin-4-yl)methyl]prop-2-enoic acid;2-morpholin-4-ylmethyl-2-propenoic acid;SCHEMBL793684;DTXSID30439182;IGZSSKAOSOCVPH-UHFFFAOYSA-N;2-(Morpholinomethyl)propenoic acid;2-Morpholin4-ylmethyl-acrylic acid;AB1552;MFCD06208438;AKOS010054622;SB37208;2-morpholin-4ylmethyl-2-propenoic acid;FT-0718529;EN300-239713;A826542;F9995-2550

Chemical Property of 2-(Morpholinomethyl)acrylic acid

Chemical Property:

• Boiling Point: 328.0±32.0 °C(Predicted)
• PKA: 3.15±0.11(Predicted)
• PSA: 49.77000
• Density: 1.151±0.06 g/cm3(Predicted)
• LogP: -0.10270
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(Morpholinomethyl)acrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CN1CCOCC1)C(=O)O

Technology Process of 2-(Morpholinomethyl)acrylic acid

There total 2 articles about 2-(Morpholinomethyl)acrylic 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: 92.0%

morpholine (110-91-8,99108-56-2) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + malonic acid (141-82-2) → 2-morpholin-4-ylmethyl-2-propenoic acid (4432-44-4)

Guidance literature:

In 1,4-dioxane; at 70 ℃; for 1h;

DOI:10.1080/00397919508011401

Reference yield:

→ 2-morpholin-4-ylmethyl-2-propenoic acid (4432-44-4)

Guidance literature:

Reference yield: 17.0%

2-morpholin-4-ylmethyl-2-propenoic acid (4432-44-4) + 2-(2-(5-amino-2-methoxyphenylamino)-5-chloropyrimidin-4-ylamino)-N-methylbenzamide (1346447-74-2) → 2-(5-chloro-2-(2-methoxy-5-(2-(morpholinomethyl)acrylamido)phenylamino)pyrimidin-4-ylamino)-Nmethylbenzamide (1453199-55-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jm400822z

upstream raw materials:

morpholine

formaldehyd

malonic acid

Downstream raw materials:

2-(5-chloro-2-(2-methoxy-5-(2-(morpholinomethyl)acrylamido)phenylamino)pyrimidin-4-ylamino)-Nmethylbenzamide

Refernces

• 1、 -. "SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS TYROSINE KINASE INHIBITORS". Page 46. . Retrieved 2010/02/07.
• 2、 Krawczyk. "The Mannich reaction of malonic acid. A efficient route to some α-functionalized acrylates". . p. 641 - 650. Retrieved 2007/10/02.