Ethyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate
• CAS No.: 94726-24-6
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.224
• Hs Code.: 2933790090
• European Community (EC) Number: 867-825-3
• DSSTox Substance ID: DTXSID70524400
• Wikidata: Q82391239
• Mol file: 94726-24-6.mol

Synonyms:Ethyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate;94726-24-6;ETHYL 1-OXO-2H-ISOQUINOLINE-3-CARBOXYLATE;3-Isoquinolinecarboxylic acid, 1,2-dihydro-1-oxo-, ethyl ester;SCHEMBL2624126;SCHEMBL15367087;DTXSID70524400;FXPFCIUPXHGYCK-UHFFFAOYSA-N;EN300-397869;Ethyl1-oxo-1,2-dihydroisoquinoline-3-carboxylate;Z228585074

Chemical Property of Ethyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• PSA: 59.42000
• LogP: 2.11710
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 217.07389321
• Heavy Atom Count: 16
• Complexity: 335

Purity/Quality:

95+% ^*data from raw suppliers

Ethyl1-oxo-1,2-dihydroisoquinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC=CC=C2C(=O)N1

Technology Process of Ethyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate

There total 16 articles about Ethyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate 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: 83.0%

ethanol (64-17-5) + methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate (69454-42-8) → ethyl 1,2-dihydro-1-oxo-isoquinoline-3-carboxylate (94726-24-6)

Guidance literature:

ethanol; methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate; With hydrogenchloride; In water; at 100 ℃; for 3h;

With sodium hydrogencarbonate; In water; at 20 ℃; pH=7;

Reference yield: 78.0%

ethyl α-ethoxy-2-carbamoylcinnamate (116922-17-9) → ethyl 1,2-dihydro-1-oxo-isoquinoline-3-carboxylate (94726-24-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 24h; Heating;

Reference yield: 74.0%

(Z)-2-(2-azido-3-ethoxy-3-oxopropan-1-en-1-yl)benzoic acid → ethyl 1,2-dihydro-1-oxo-isoquinoline-3-carboxylate (94726-24-6)

Guidance literature:

With triethyl phosphite; In tetrahydrofuran; for 16h; Ambient temperature;

DOI:10.1039/P19870000921

upstream raw materials:

1-hydroxy-isoquinoline-3-carboxylic acid

1-hydroxy-isoquinolin-3-orthocarboxylic acid trimethyl ester

(Z)-methyl 2-[(5-oxo-2-phenyloxazol-4(5H)-ylidene)-methyl]-benzoate

ethyl α-ethoxy-2-carbamoylcinnamate

Downstream raw materials:

ethyl 1-bromoisoquinoline-3-carboxylate

ethyl 1-chloroisoquinoline-3-carboxylate

(1-chloroisoquinolin-3-yl)(4-fluorophenyl)methanone

tert-butyl 3-(3-(4-fluorobenzoyl)isoquinolin-1-ylamino)-5-methyl-1H-pyrazole-1-carboxylate

Refernces

• 1、 -. "Tankyrase inhibitor". Paragraph 0336-0337. . Retrieved 2017/10/13.
• 2、 Guillou, Sandrine,Janin, Yves L.. "Optimized palladium-based approaches to analogues of PK 11195". experimental part. p. 1377 - 1384. Retrieved 2009/04/07.