NMS-P937 (NMS1286937)

Base Information

• Chemical Name: NMS-P937 (NMS1286937)
• CAS No.: 1034616-18-6
• Molecular Formula: C24H27F3N8O3
• Molecular Weight: 532.525
• Mol file: 1034616-18-6.mol

Synonyms:NMS-1286937;4,5-Dihydro-1-(2-hydroxyethyl)-8-[[5-(4-methyl-1-piperazinyl)-2-(trifluoromethoxy)phenyl]amino]-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide;NMS-P937 (NMS1286937)

Chemical Property of NMS-P937 (NMS1286937)

Chemical Property:

• Boiling Point: 757.8±70.0 °C(Predicted)
• PKA: 14.29±0.10(Predicted)
• PSA: 135.65000
• Density: 1.57±0.1 g/cm3(Predicted)
• LogP: 2.88400
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥13.33 mg/mL in DMSO

Purity/Quality:

98%min ^*data from raw suppliers

NMS-P937 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: NMS-P937 is a quinazoline derivative that is a potent and selective Polo-like kinase 1 inhibitor. Antitumor, anti-cancer.

Technology Process of NMS-P937 (NMS1286937)

There total 5 articles about NMS-P937 (NMS1286937) 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: 88.0%

potassium 1-(2-hydroxy-ethyl)-8-[5-(4-methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamino]-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (1034617-42-9) → NMS-P937 (1034616-18-6)

Guidance literature:

With N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl acetamide; at 20 ℃;

Reference yield: 60.0%

C29H35F3N8O4 (1034615-19-4) → NMS-P937 (1034616-18-6)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; at 20 ℃;

DOI:10.1016/j.bmcl.2011.03.054

Reference yield:

1-methyl-piperazine (109-01-3) → NMS-P937 (1034616-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane; DavePhos / tetrahydrofuran / Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 20 °C

3: toluene-4-sulfonic acid / ethanol / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; toluene-4-sulfonic acid; lithium hexamethyldisilazane; DavePhos; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1: Buchwald-Hartwig reaction;

DOI:10.1016/j.bmcl.2011.03.054

upstream raw materials:

potassium 1-(2-hydroxy-ethyl)-8-[5-(4-methyl-piperazin-1-yl)-2-trifluoromethoxy-phenylamino]-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

1-methyl-piperazine

8-{[5-(4-methylpiperazin-1-yl)-2-(trifluoromethoxy)phenyl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

C₂₉H₃₅F₃N₈O₄

Downstream raw materials:

1-(2-hydroxy-ethyl)-8-[2-trifluoromethoxy-5-(4-methyl-4-oxy-piperazin-1-yl)-phenylamino]-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

1-(2-hydroxyethyl)-8-[5-(4-methylpiperazin-1-yl)-2-trifluoromethoxyphenylamino]-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide fumarate

Refernces

• 1、 -. "SUBSTITUTED PYRAZOLO-QUINAZOLINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS KINASE INHIBITORS". Page/Page column 96. . Retrieved 2008/12/06.