2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine

Base Information

• Chemical Name: 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine
• CAS No.: 117890-55-8
• Molecular Formula: C8H8ClN
• Molecular Weight: 153.611
• Hs Code.: 2933990090
• Mol file: 117890-55-8.mol

Synonyms:5H-cyclopenta[b]pyridine, 2-chloro-6, 7-dihydro-;

Chemical Property of 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine

Chemical Property:

• Vapor Pressure: 0.072mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 236.528 °C at 760 mmHg
• PKA: 1.39±0.20(Predicted)
• Flash Point: 119.643 °C
• PSA: 12.89000
• Density: 1.242 g/cm³
• LogP: 2.22370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine

There total 13 articles about 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 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: 84.0%

1,5,6,7-tetrahydro-2H-cyclopentan[b]pyridin-2-one (88499-85-8) → 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (117890-55-8)

Guidance literature:

With trichlorophosphate; at 85 - 95 ℃; for 3h;

Reference yield: 43.7%

6,7-dihydro-5H-cyclopenta[b]pyridin-2-ol (88499-85-8) → 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (117890-55-8)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 120 ℃; for 3h; Inert atmosphere;

Reference yield: 25.0%

S-3-(6-chloro-3-pyridyl)-1-(trimethylsilyl)propyl O-ethyl dithiocarbonate (1092444-79-5) → 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (117890-55-8) + 3-chloro-6,7-dihydro-5H-cyclopenta[c]pyridine

Guidance literature:

S-3-(6-chloro-3-pyridyl)-1-(trimethylsilyl)propyl O-ethyl dithiocarbonate; With trifluoroacetic acid; In 1,2-dichloro-ethane; for 0.166667h; Reflux; Inert atmosphere;

With dilauryl peroxide; In 1,2-dichloro-ethane; for 8h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.7b01772

upstream raw materials:

6,7-dihydro-5H-cyclopenta[b]pyridin-2-ol

7a-hydroxy-2-oxo-2,3,5,6,7,7a-hexahydro-1H-[1]pyrindine-3-carbonitrile

2-hydroxymethylenecyclopentanone

1,5,6,7-tetrahydro-2H-cyclopentan[b]pyridin-2-one

Downstream raw materials:

2,3-cyclopentenopyridine

(R)-7-hydroxy-2-phenyl-6,7-dihydro-5H-<1>pyridine

2-bromo-6,7-dihydro-5H-cyclopenta[b]pyridine

2-chloro-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one

Refernces

• 1、 -. "Method for synthesizing chiral nitrogen-phosphorus ligand L-8 containing pyridocycloheptane". Paragraph 0046-0049. . Retrieved 2021/03/23.
• 2、 -. "GHRELIN O-ACYLTRANSFERASE INHIBITORS". Page/Page column 64-66. . Retrieved 2019/08/26.