4-chloro-6-methoxy-1,7-Naphthyridine

Base Information

• Chemical Name: 4-chloro-6-methoxy-1,7-Naphthyridine
• CAS No.: 952059-61-9
• Molecular Formula: C9H7ClN2O
• Molecular Weight: 194.62
• Mol file: 952059-61-9.mol

Synonyms:4-chloro-6-methoxy-1,7-Naphthyridine

Chemical Property of 4-chloro-6-methoxy-1,7-Naphthyridine

Chemical Property:

• PSA: 35.01000
• LogP: 2.29180

Purity/Quality:

98% ^*data from raw suppliers

4-Chloro-6-methoxy-1,7-naphthyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-6-methoxy-1,7-Naphthyridine

There total 10 articles about 4-chloro-6-methoxy-1,7-Naphthyridine 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: 75.0%

6-methoxy-1,7-naphthyridin-4(1H)-one (952059-64-2) → 4-chloro-6-methoxy-1,7-naphthyridine (952059-61-9)

Guidance literature:

With trichlorophosphate; at 90 ℃; for 3h;

DOI:10.1021/ml5005014

Reference yield: 73.0%

6-methoxy-1,7-naphthyridin-4-ol → 4-chloro-6-methoxy-1,7-naphthyridine (952059-61-9)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 2h;

Reference yield:

tert-butyl N-(6-methoxypyridin-3-yl)carbamate (183741-80-2) → 4-chloro-6-methoxy-1,7-naphthyridine (952059-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran; hexane / -70 - -10 °C / Inert atmosphere

1.2: -70 - 0 °C

2.1: toluene / 2 h / Reflux

3.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

4.1: trichlorophosphate / 3 h / 90 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.1021/ml5005014

upstream raw materials:

6-methoxy-1,7-naphthyridin-4(1H)-one

6-methoxy-pyridin-3-ylamine

tert-butyl N-(6-methoxypyridin-3-yl)carbamate

tert-butyl N-(4-acetyl-6-methoxypyridin-3-yl)carbamate

Refernces

• 1、 Han, Fangbin,Lin, Songwen,Liu, Peng,Liu, Xiujie,Tao, Jing,Deng, Xiaobing,Yi, Chongqin,Xu, Heng. "Discovery of a novel series of thienopyrimidine as highly potent and selective PI3K inhibitors". supporting information. p. 434 - 438. Retrieved 2015/04/27.