7-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

Base Information

• Chemical Name: 7-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one
• CAS No.: 85654-22-4
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.20900
• DSSTox Substance ID: DTXSID50585913
• Wikidata: Q82477931
• Mol file: 85654-22-4.mol

Synonyms:7-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one;85654-22-4;7-hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one;DTXSID50585913;AKOS005622726;VS-10564;7-HYDROXY-1H,2H,3H,9H-PYRROLO[2,1-B]QUINAZOLIN-9-ONE;7-Hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one, AldrichCPR

Chemical Property of 7-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

Chemical Property:

• PSA: 55.12000
• LogP: 1.04830
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

7-Hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=NC3=C(C=C(C=C3)O)C(=O)N2C1

Technology Process of 7-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

There total 17 articles about 7-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one 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: 87.0%

7-(benzyloxy)-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one (929859-22-3) → 2-hydroxy-7,8-dihydro-6H,11H-pyrrolo[2,1-b]quinazolin-11-one (85654-22-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/cn4002126

Reference yield: 86.0%

2-pyrrolidinon (616-45-5) + 2-amino-5-hydroxybenzoic acid (394-31-0) → 2-hydroxy-7,8-dihydro-6H,11H-pyrrolo[2,1-b]quinazolin-11-one (85654-22-4)

Guidance literature:

With thionyl chloride; In benzene; for 4h; Reflux;

DOI:10.1248/cpb.56.607

Reference yield: 80.0%

2-pyrrolidinon (616-45-5) + 6-hydroxy-1,2-dihydro-4H-3,1-benzoxazin-2,4-dione (195986-91-5) → 2-hydroxy-7,8-dihydro-6H,11H-pyrrolo[2,1-b]quinazolin-11-one (85654-22-4)

Guidance literature:

at 130 ℃; for 1h; under 2585.81 - 5171.62 Torr; Sealed tube;

DOI:10.1021/ml3001825

upstream raw materials:

6-methoxydeoxyvasicinone

5-methoxyisatine

2-hydroxyimino-N-(4-methoxyphenyl)acetamide

N-(4-methoxy-2-methylphenyl)acetamide

Downstream raw materials:

7-(benzyloxy)-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one