Pyrazolo[1,5-a]pyridine-2-carbonyl chloride, 4,5,6,7-tetrahydro- (9CI)

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine-2-carbonyl chloride, 4,5,6,7-tetrahydro- (9CI)
• CAS No.: 307313-04-8
• Molecular Formula: C8H9 Cl N2 O
• Molecular Weight: 184.625
• Mol file: 307313-04-8.mol

Synonyms:Pyrazolo[1,5-a]pyridine-2-carbonyl chloride, 4,5,6,7-tetrahydro- (9CI)

Chemical Property of Pyrazolo[1,5-a]pyridine-2-carbonyl chloride, 4,5,6,7-tetrahydro- (9CI)

Chemical Property:

• PSA: 34.89000
• LogP: 1.59840

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrazolo[1,5-a]pyridine-2-carbonyl chloride, 4,5,6,7-tetrahydro- (9CI)

There total 4 articles about Pyrazolo[1,5-a]pyridine-2-carbonyl chloride, 4,5,6,7-tetrahydro- (9CI) 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:

4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylic acid (307313-03-7) → 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-carboxylic acid chloride (307313-04-8)

Guidance literature:

With oxalyl dichloride; In toluene; at 20 - 60 ℃; for 4.5h;

Reference yield:

pipecolic Acid (4043-87-2,83680-83-5) → 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-carboxylic acid chloride (307313-04-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium nitrite; hydrogenchloride / 0 °C

1.2: 20 °C

2.1: 5,5-dimethyl-1,3-cyclohexadiene / Reflux

3.1: methanol; potassium hydroxide / 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C

With hydrogenchloride; methanol; oxalyl dichloride; N,N-dimethyl-formamide; potassium hydroxide; sodium nitrite; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;

DOI:10.1016/j.bmcl.2013.06.044

Reference yield:

4,5,6,7-tetrahydro<1.2.3>oxadiazolo<3,4-a>pyridin-3-one (105786-95-6) → 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-2-carboxylic acid chloride (307313-04-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / Reflux

2: methanol; potassium hydroxide / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 20 °C

With methanol; oxalyl dichloride; N,N-dimethyl-formamide; potassium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;

DOI:10.1016/j.bmcl.2013.06.044

upstream raw materials:

4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylic acid

pipecolic Acid

4,5,6,7-tetrahydro<1.2.3>oxadiazolo<3,4-a>pyridin-3-one

methyl 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylate

Downstream raw materials:

C₁₄H₁₆N₄O₂

Refernces

• 1、 -. "INDOLIZINE CARBOXAMIDES AND THE AZA AND DIAZA DERIVATIVES THEREOF". Page/Page column 69-70. . Retrieved 2010/10/19.