3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&

Base Information

• Chemical Name: 3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&
• CAS No.: 66521-54-8
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.218
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID701259689
• Mol file: 66521-54-8.mol

Synonyms:1-(2-Pyridyl)-3-dimethylamino-2-propen-1-one;3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one;3-Dimethylamino-1-pyridin-2-ylpropenone;

Chemical Property of 3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&

Chemical Property:

• Melting Point: 126-130 °C(lit.)
• Boiling Point: 281.4 °C at 760 mmHg
• PKA: 6.25±0.70(Predicted)
• Flash Point: 124 °C
• PSA: 33.20000
• Density: 1.07 g/cm³
• LogP: 1.33960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 176.094963011
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

98%,99%, ^*data from raw suppliers

(E)-3-(Dimethylamino)-1-(pyridin-2-yl)prop-2-en-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C=CC(=O)C1=CC=CC=N1
• Uses: 3-(Dimethylamino)-1-(2-pyridyl)-2-propen-1-one may be used in the preparation of the 5-(heteroaryl)isoxazole derivatives, 5-(2-pyridyl)isoxazole and 3-methyl-5-(2-pyridyl)isoxazole. It may also be used to synthesize 7-(2-pyridyl)-1,2,4-triazolo[1,5-a]pyrimidine.

Technology Process of 3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE&

There total 9 articles about 3-(DIMETHYLAMINO)-1-(2-PYRIDYL)-2-PROPE& 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: 98.0%

2-acetylpyridine (1122-62-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 3-(dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one (66521-54-8,75415-00-8,123367-25-9)

Guidance literature:

In toluene; Reflux;

DOI:10.1021/om100585x

Reference yield: 97.0%

2-acetylpyridine (1122-62-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → (2E)-3-(dimethylamino)-1-(2-pyridyl)prop-2-en-1-one (66521-54-8,75415-00-8,123367-25-9)

Guidance literature:

In ethanol; Reflux;

DOI:10.1155/2019/9104653

Reference yield: 88.0%

2-acetylpyridine (1122-62-9) + N,N-dimethylformamide diethyl diacetal (1188-33-6) → 3-(dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one (66521-54-8,75415-00-8,123367-25-9)

Guidance literature:

In o-xylene; for 6h; Reflux;

DOI:10.1039/c6ra09812f

upstream raw materials:

2-acetylpyridine

N,N-dimethyl-formamide dimethyl acetal

N,N-dimethylformamide diethyl diacetal

N,N-dimethyl-formamide

Downstream raw materials:

4-(pyridin-2-yl)pyrimidine

7-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

ethyl 7-(pyridin-2-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

N-<3-(1H-imidazol-1-yl)phenyl>-4-(2-pyridinyl)-2-pyrimidinamine

Refernces

• 1、 Becker, Yanik,Sch?n, Florian,Becker, Sabine,Sun, Yu,Thiel, Werner R.. "Structure-dependent regioselectivity of a roll-over cyclopalladation occuring at 2,2′-bipyridine-type ligands". . . Retrieved 2021/04/02.
• 2、 Qiu, Qianqian,Zou, Feng,Li, Huilan,Shi, Wei,Zhou, Daoguang,Zhang, Ping,Li, Teng,Yin, Ziyu,Cai, Zilong,Jiang, Yuxuan,Huang, Wenlong,Qian, Hai. "Structure-Based Discovery of Pyrimidine Aminobenzene Derivatives as Potent Oral Reversal Agents against P-gp- And BCRP-Mediated Multidrug Resistance". . p. 6179 - 6197. Retrieved 2021/06/01.