7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione

Base Information

• Chemical Name: 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione
• CAS No.: 39713-40-1
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.187
• European Community (EC) Number: 863-411-1
• DSSTox Substance ID: DTXSID10704385
• Nikkaji Number: J3.120.687A
• Wikidata: Q72459532
• Mol file: 39713-40-1.mol

Synonyms:7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione;39713-40-1;7,8-dihydro-6H-cyclohepta[b]pyridine-5,9-dione;5H,6H,7H,8H,9H-cyclohepta[b]pyridine-5,9-dione;SCHEMBL829095;DTXSID10704385;MFCD16293377;AKOS015924408;AS-68606;CS-0010811;I11706;2-Amino-4-chloro-5-methylbenzenesulfonylchloride;EN300-1265738;7,8-dihydro-6h-cyclohepta[b]-pyridine-5,9-dione;6,7,8,9-Tetrahydro-5H-cyclohepta[b]pyridine-5,9-dione;F1967-1763;Z1255429539

Chemical Property of 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione

Chemical Property:

• Boiling Point: 364.6±21.0 °C(Predicted)
• PKA: 0.40±0.20(Predicted)
• PSA: 47.03000
• Density: 1.249
• LogP: 1.63090
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)C2=C(C(=O)C1)N=CC=C2
• Uses: 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione is an organic intermediate, which can be prepared from dimethyl 2,3-pyridine dicarboxylate and dimethyl glutarate by two-step reaction.

Technology Process of 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione

There total 3 articles about 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione 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: 82.0%

dimethyl 5,9-dihydroxy-7H-cyclohepta[b]pyridine-6,8-dicarboxylate (39713-36-5) → 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione (39713-40-1)

Guidance literature:

With hydrogenchloride; In water; at 75 - 80 ℃; for 5h;

DOI:10.1021/ol302262q

Reference yield:

dimethyl 2,3-pyridinedicarboxylate (605-38-9) → 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione (39713-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / toluene; tetrahydrofuran / 2 h / 55 - 60 °C

2: hydrogenchloride / water / 5 h / 75 - 80 °C

With hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; water; toluene;

DOI:10.1021/ol302262q

Reference yield:

→ 7,8-dihydro-5H-cyclohepta[b]pyridine-5,9(6H)-dione (39713-40-1)

Guidance literature:

(14) 1. Verseifung 2. Decarboxylierung;

upstream raw materials:

dimethyl 2,3-pyridinedicarboxylate

dimethyl 5,9-dihydroxy-7H-cyclohepta[b]pyridine-6,8-dicarboxylate

Downstream raw materials:

(6R,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5Hcyclohepta[b]pyridin-5-one

(5S,6S,9R)-6-(2,3-difluorophenyl)-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ol hydrochloride

(5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-yl methanesulfonate

(6R,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine