2-[[(1R)-1-[7-methyl-2-(4-morpholinyl)-4-oxo-4h-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid

Base Information

• Chemical Name: 2-[[(1R)-1-[7-methyl-2-(4-morpholinyl)-4-oxo-4h-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid
• CAS No.: 1173900-33-8
• Molecular Formula: C22H24N4O4
• Molecular Weight: 408.457
• Hs Code.: 2934999090
• Mol file: 1173900-33-8.mol

Synonyms:AZD 6482

Chemical Property of 2-[[(1R)-1-[7-methyl-2-(4-morpholinyl)-4-oxo-4h-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid

Chemical Property:

• Boiling Point: 635.5±65.0 °C(Predicted)
• PKA: 3.90±0.50(Predicted)
• PSA: 96.17000
• Density: 1.36
• LogP: 2.84880
• Solubility.: insoluble in H2O; ≥20.4 mg/mL in DMSO; ≥6.36 mg/mL in EtOH

Purity/Quality:

98%,99%, ^*data from raw suppliers

AZD 6482 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[[(1R)-1-[7-methyl-2-(4-morpholinyl)-4-oxo-4h-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid

There total 6 articles about 2-[[(1R)-1-[7-methyl-2-(4-morpholinyl)-4-oxo-4h-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid 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: 78.4%

2-[[(1R)-1-[7-methyl-2-(morpholin-4-yl)-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid methyl ester (1173900-36-1,1173900-38-3) → AZD 6482 (1173900-33-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 - 50 ℃; for 18h;

Reference yield: 71.1%

9-(1R-aminoethyl)-7-methyl-2-(morpholin-4-yl)-4H-pyrido[1,2-a]pyrimidin-4-one + 2-bromobenzoic-acid (88-65-3) → AZD 6482 (1173900-33-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; In N,N-dimethyl-formamide; at 120 - 125 ℃; for 14h; Inert atmosphere;

Reference yield:

3-acetyl-5-methyl-2-pyridone → AZD 6482 (1173900-33-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trichlorophosphate / dichloromethane / 2 h / 0 - 20 °C

2.1: bis[di(trimethylsilyl)amine] zinc; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 2 h / 50 - 60 °C

3.1: toluene-4-sulfonic acid / toluene / 48 h / Reflux

4.1: titanium(IV) tetraethanolate; (S)-2-methylpropane-2-sulfinamide / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

4.2: 4 h / -50 - 20 °C / Inert atmosphere

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; potassium tert-butylate / N,N-dimethyl-formamide / 14 h / 120 - 125 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; titanium(IV) tetraethanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; bis[di(trimethylsilyl)amine] zinc; potassium tert-butylate; toluene-4-sulfonic acid; (S)-2-methylpropane-2-sulfinamide; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

2-[[(1R)-1-[7-methyl-2-(morpholin-4-yl)-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl]ethyl]amino]benzoic acid methyl ester

2-bromobenzoic-acid

2-chloro-3-acetyl-5-methylpyridine

Downstream raw materials:

C₂₃H₂₇N₅O₅S

C₂₂H₂₅N₅O₄

Refernces