RO3280

Base Information

• Chemical Name: RO3280
• CAS No.: 1062243-51-9
• Molecular Formula: C₂₇H₃₅F₂N₇O₃
• Molecular Weight: 543.617
• Mol file: 1062243-51-9.mol

Synonyms:RO3280

Chemical Property of RO3280

Chemical Property:

• Solubility.: ≥27.2 mg/mL in DMSO; insoluble in H2O; ≥24.75 mg/mL in EtOH

Purity/Quality:

98%Min ^*data from raw suppliers

Ro 3280 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ro3280 is a Polo-like kinase 1 (PLK1) inhibitor. Ro3280 shows strong antitumor activity in xenograft mouse models, has good selectivity against other kinases and has excellent in vitro cellular potency.

Technology Process of RO3280

There total 7 articles about RO3280 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:

4-Amino-1-methylpiperidine (41838-46-4) + 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acid (1062243-48-4) → RO3280 (1062243-51-9)

Guidance literature:

With 1-(1-pyrrolidinyl-1H-benzotriazol-1-ylmethylene)-pyrrolidinium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

4-Amino-1-methylpiperidine (41838-46-4) + C21H22ClF2N5O3 → RO3280 (1062243-51-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 25 ℃; Product distribution / selectivity;

Reference yield:

3-cyclopentylamino-2,2-difluoro-propanoic acid ethyl ester (1062243-90-6) → RO3280 (1062243-51-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydrogencarbonate / ethyl acetate / 18 h / 0 - 20 °C

2: iron; acetic acid / 2 h / 80 °C

3: caesium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

4: hydrogenchloride / ethanol; water / 18 h / Reflux

5: O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 20 °C

With hydrogenchloride; iron; sodium hydrogencarbonate; O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.11.052

upstream raw materials:

4-Amino-1-methylpiperidine

4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acid

3-cyclopentylamino-2,2-difluoro-propanoic acid ethyl ester

3-[(2-chloro-5-nitro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-difluoro-propanoic acid ethyl ester

Refernces

• 1、 -. "POLO-LIKE KINASE INHIBITORS". Page/Page column 240; 387; 410-411. . Retrieved 2009/05/29.
• 2、 -. "SUBSTITUTED PYRIMIDODIAZEPINES". Page/Page column 54-55. . Retrieved 2008/12/08.