4-methoxy-3,5-dimethylpicolinaldehyde

Base Information

• Chemical Name: 4-methoxy-3,5-dimethylpicolinaldehyde
• CAS No.: 110464-72-7
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.191
• Hs Code.: 2933399090
• Mol file: 110464-72-7.mol

Synonyms:4-Methoxy-3,5-dimethylpicolinaldehyde;4-Methoxy-3,5-dimethylpyridine-2-carbaldehyde;

Chemical Property of 4-methoxy-3,5-dimethylpicolinaldehyde

Chemical Property:

• Vapor Pressure: 0.00648mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 271.4 °C at 760 mmHg
• PKA: 5.26±0.10(Predicted)
• Flash Point: 117.9 °C
• PSA: 39.19000
• Density: 1.094 g/cm³
• LogP: 1.51950
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Methoxy-3,5-dimethylpicolinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-methoxy-3,5-dimethylpicolinaldehyde

There total 2 articles about 4-methoxy-3,5-dimethylpicolinaldehyde 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: 96.0%

(4-methoxy-3,5-dimethylpyridin-2-yl)methanol (86604-78-6) → 4-methoxy-3,5-dimethyl-2-pyridinecarboxaldehyde (110464-72-7)

Guidance literature:

With manganese(IV) oxide; In chloroform; at 20 ℃; for 0.166667h;

Reference yield:

(chloromethyl)-4-methoxy-3,5-dimethylpyridine (84006-10-0) → 4-methoxy-3,5-dimethyl-2-pyridinecarboxaldehyde (110464-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / aq. NaOH / tetrahydrofuran / 5 h / 40 °C

2: 91 percent / SeO₂, pyridine / 2.5 h / Heating

With pyridine; sodium hydroxide; selenium(IV) oxide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(98)00334-5

Reference yield: 80.0%

E-cinnamyltriphenylphosphonium chloride (69052-20-6) + 4-methoxy-3,5-dimethyl-2-pyridinecarboxaldehyde (110464-72-7) → 4-methoxy-3,5-dimethyl-2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)pyridine

Guidance literature:

E-cinnamyltriphenylphosphonium chloride; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

4-methoxy-3,5-dimethyl-2-pyridinecarboxaldehyde; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02968

upstream raw materials:

(4-methoxy-3,5-dimethylpyridin-2-yl)methanol

(chloromethyl)-4-methoxy-3,5-dimethylpyridine

Downstream raw materials:

3-(4-Methoxy-3,5-dimethyl-pyridin-2-yl)-propionaldehyde

(E)-N-(4-(benzyloxy)-6-chloro-2-(methylthio)pyrimidin-5-yl)-N-(3-(4-methoxy-3,5-dimethylpyridin-2-yl)allyl)-4-methylbenzenesulfonamide

4-(benzyloxy)-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-2-(methylthio)-5-tosyl-5H-pyrrolo[3,2-d]pyrimidine

4-(benzyloxy)-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-2-(methylsulfonyl)-5-tosyl-5H-pyrrolo[3,2-d]pyrimidine

Refernces

• 1、 Jiang, Ying,Sun, Bing,Fang, Wan-Yin,Qin, Hua-Li. "A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2". supporting information. p. 3190 - 3194. Retrieved 2019/05/21.
• 2、 -. "BIOACTIVE COMPOUNDS FOR TREATMENT OF CANCER AND NEURODEGENERATIVE DISEASES". Page/Page column 198. . Retrieved 2009/12/23.