NVP-HSP990(HSP990)

Base Information

• Chemical Name: NVP-HSP990(HSP990)
• CAS No.: 934343-74-5
• Molecular Formula: C₂₀H₁₈FN₅O₂
• Molecular Weight: 379.394
• Hs Code.: 29339900
• Mol file: 934343-74-5.mol

Synonyms:NVP-HSP990(HSP990)/NVPHSP990(HSP-990);(R)-2-Amino-7-(4-fluoro-2-(6-methoxypyridin-2-yl)phenyl)-4-methyl-7,8-dihydro-6H-pyrido(4,3-d)pyrimidin-5-one;UNII-E0WBA7B62L;NVP-HSP990;HSP-990;NVP-HSP990,HSP990;

Chemical Property of NVP-HSP990(HSP990)

Chemical Property:

• PSA: 107.24000
• Density: 1.332
• LogP: 2.54460
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥12.3 mg/mL in DMSO

Purity/Quality:

99% ^*data from raw suppliers

NVP-HSP990 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: NVP-HSP990 is an orally available HSP90 inhibitor.

Technology Process of NVP-HSP990(HSP990)

There total 10 articles about NVP-HSP990(HSP990) 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: 81.7%

(R)-2-amino-7-(2-bromo-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one (934344-61-3) + 6-methoxy-2-pyridineboronic acid N-phenyldiethanolamine ester (1133971-47-7) → (R)-2-amino-7-[4-fluoro-2-(6-methyloxypyridin-2-yl)phenyl]-4-methyl-7,8-dihydro-6H-pyrido[4,3-d]pyrimidin-5-one (934343-74-5)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ISOPROPYLAMIDE; at 110 ℃; for 0.5h; microwave irradiation; sealed vial;

Reference yield: 46.0%

(R)-2-amino-7-(2-bromo-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one (934344-61-3) + 2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1034297-69-2) → (R)-2-amino-7-[4-fluoro-2-(6-methyloxypyridin-2-yl)phenyl]-4-methyl-7,8-dihydro-6H-pyrido[4,3-d]pyrimidin-5-one (934343-74-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 19h; Inert atmosphere; Sealed tube;

DOI:10.1021/jm501107q

Reference yield:

2-bromo-4-fluorobenzaldehyde (59142-68-6) → (R)-2-amino-7-[4-fluoro-2-(6-methyloxypyridin-2-yl)phenyl]-4-methyl-7,8-dihydro-6H-pyrido[4,3-d]pyrimidin-5-one (934343-74-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

2.1: zinc; copper(l) chloride / tetrahydrofuran / 0.83 h / 50 °C

2.2: 4 h / 0 °C

3.1: hydrogenchloride / diethyl ether; ethanol / 0.5 h / 20 °C

4.1: triethylamine / dichloromethane / 18 h / 20 °C

5.1: sodium methylate / methanol / 18 h / 100 °C / Sealed tube

6.1: pyrrolidine / ethanol / 18 h / 110 °C

7.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 19 h / 100 °C / Inert atmosphere; Sealed tube

With pyrrolidine; hydrogenchloride; titanium(IV) tetraethanolate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium methylate; sodium carbonate; triethylamine; copper(l) chloride; zinc; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; 2.1: |Reformatsky Reaction / 2.2: |Reformatsky Reaction / 5.1: |Dieckmann Condensation / 7.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm501107q

upstream raw materials:

(R)-2-amino-7-(2-bromo-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one

6-methoxy-2-pyridineboronic acid N-phenyldiethanolamine ester

2-bromo-4-fluorobenzaldehyde

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine