Lusaperidone

Base Information

• Chemical Name: Lusaperidone
• CAS No.: 214548-46-6
• Molecular Formula: C22H21N3O2
• Molecular Weight: 359.421
• UNII: 5KTD2O86CB
• DSSTox Substance ID: DTXSID30175735
• Nikkaji Number: J1.235.127E
• Wikidata: Q27262498
• NCI Thesaurus Code: C90760
• Pharos Ligand ID: U84A4RB31WQL
• ChEMBL ID: CHEMBL162501
• Mol file: 214548-46-6.mol

Synonyms:(11C)R107474;2-methyl-3-(2-(1,2,3,4-tetrahydrobenzo(4,5)furo(3,2-c)pyridin-2-yl)ethyl)-4H-pyrido(1,2-a)pyrimidin-4-one;R107474

Chemical Property of Lusaperidone

Chemical Property:

• Vapor Pressure: 1.17E-11mmHg at 25°C
• Boiling Point: 538.3°Cat760mmHg
• PKA: 6.93±0.20(Predicted)
• Flash Point: 279.4°C
• PSA: 50.75000
• Density: 1.31g/cm³
• LogP: 3.28780
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 359.16337692
• Heavy Atom Count: 27
• Complexity: 751

Purity/Quality:

97% ^*data from raw suppliers

Lusaperidone 97.74% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N2C=CC=CC2=N1)CCN3CCC4=C(C3)C5=CC=CC=C5O4

Technology Process of Lusaperidone

There total 13 articles about Lusaperidone 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:

ethyl coumarilate (3199-61-9) → 2-methyl-3-[2-(1,2,3,4-tetrahydrobenzo[4,5]furo[3,2-c]pyridin-2-yl)ethyl]-4H-pyrido[1,2-a]pyrimidin-4-one (214548-46-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaOH / 20 °C

2.1: Cu; quinoline / 240 °C

3.1: BuLi / diethyl ether

3.2: -10 °C

4.1: Et₃N / 20 °C

5.1: NaI / acetone / Heating

6.1: CHCl₃ / Heating

7.1: HCl / ethanol / Heating

8.1: Na₂CO₃ / various solvent(s) / Heating

With quinoline; hydrogenchloride; sodium hydroxide; n-butyllithium; copper; sodium carbonate; triethylamine; sodium iodide; In diethyl ether; ethanol; chloroform; acetone; 1.1: Hydrolysis / 2.1: Decarboxylation / 3.1: Metallation / 3.2: Alkylation / 4.1: Sulfonylation / 5.1: Iodination / 6.1: Substitution / 7.1: Cyclization / 8.1: Condensation;

DOI:10.1016/S0960-894X(99)00591-0

Reference yield:

2-methyl-benzyl alcohol (89-95-2) → 2-methyl-3-[2-(1,2,3,4-tetrahydrobenzo[4,5]furo[3,2-c]pyridin-2-yl)ethyl]-4H-pyrido[1,2-a]pyrimidin-4-one (214548-46-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: K₂CO₃ / dimethylformamide

2.1: NaOH / 20 °C

3.1: Cu; quinoline / 240 °C

4.1: BuLi / diethyl ether

4.2: -10 °C

5.1: Et₃N / 20 °C

6.1: NaI / acetone / Heating

7.1: CHCl₃ / Heating

8.1: HCl / ethanol / Heating

9.1: Na₂CO₃ / various solvent(s) / Heating

With quinoline; hydrogenchloride; sodium hydroxide; n-butyllithium; copper; sodium carbonate; potassium carbonate; triethylamine; sodium iodide; In diethyl ether; ethanol; chloroform; N,N-dimethyl-formamide; acetone; 1.1: Cyclocondensation / 2.1: Hydrolysis / 3.1: Decarboxylation / 4.1: Metallation / 4.2: Alkylation / 5.1: Sulfonylation / 6.1: Iodination / 7.1: Substitution / 8.1: Cyclization / 9.1: Condensation;

DOI:10.1016/S0960-894X(99)00591-0

Reference yield:

benzofuran-2-yl-methanol (55038-01-2) → 2-methyl-3-[2-(1,2,3,4-tetrahydrobenzo[4,5]furo[3,2-c]pyridin-2-yl)ethyl]-4H-pyrido[1,2-a]pyrimidin-4-one (214548-46-6)

Guidance literature:

Multi-step reaction with 4 steps

1: Ph₃P; DEAD / 20 °C

2: H₂ / Raney Ni / 20 °C

3: aq. HCl / Heating

4: Na₂CO₃ / various solvent(s) / Heating

With hydrogenchloride; hydrogen; sodium carbonate; triphenylphosphine; diethylazodicarboxylate; nickel; In various solvent(s); 1: Substitution / 2: Hydrogenation / 3: Cyclocondensation / 4: Condensation;

DOI:10.1016/S0960-894X(99)00591-0

upstream raw materials:

1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine

3-(2-chloro-ethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one

1-benzofurane

benzofuran-2-yl-methanol