6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one

Base Information

• Chemical Name: 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one
• CAS No.: 2185857-97-8
• Molecular Formula: C₂₀H₂₇F₂N₅O₄S
• Molecular Weight: 471.528
• Mol file: 2185857-97-8.mol

Synonyms:

Chemical Property of 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one

Chemical Property:

• Boiling Point: 634.0±65.0 °C(Predicted)
• Density: 1.47±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

PF-06873600 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one

There total 11 articles about 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one 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: 89.0%

trimethyl(difluoromethyl)silane (65864-64-4) + 8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-6-iodo-2-((1-(methylsulfonyl)piperidin-4-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one → 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one (2185857-97-8)

Guidance literature:

trimethyl(difluoromethyl)silane; With potassium tert-butylate; copper(l) chloride; In N,N-dimethyl-formamide; at 20 - 30 ℃; for 1h; Inert atmosphere;

8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-6-iodo-2-((1-(methylsulfonyl)piperidin-4-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one; In propylene glycol; N,N-dimethyl-formamide; at 20 - 30 ℃; Inert atmosphere;

Reference yield: 57.0%

sodium difluoromethanesulfinate (275818-95-6) + 8-((1R,2R)-2- hydroxy-2-methylcyclopentyl)-2-((1-(methylsulfonyl)piperidin-4-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one → 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one (2185857-97-8)

Guidance literature:

sodium difluoromethanesulfinate; 8-((1R,2R)-2- hydroxy-2-methylcyclopentyl)-2-((1-(methylsulfonyl)piperidin-4-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one; With FeCl₃/SiO₂; In dimethyl sulfoxide; at 20 - 25 ℃;

With tert.-butylhydroperoxide; In water; dimethyl sulfoxide; at 20 - 40 ℃;

DOI:10.1021/acs.jmedchem.1c00159

Reference yield: 32.0%

bis(((difluoromethyl)sulfinyl)oxy)zinc + 8-((1R,2R)-2- hydroxy-2-methylcyclopentyl)-2-((1-(methylsulfonyl)piperidin-4-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one → 6-(difluoromethyl)-8-((1R,2R)-2-hydroxy-2-methylcyclopentyl)-2-(1-(methylsulfonyl)piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7(8H)-one (2185857-97-8)

Guidance literature:

With tert.-butylhydroperoxide; trifluoroacetic acid; iron(II) chloride; In water; dimethyl sulfoxide; at 20 - 32 ℃; for 42.75h;

upstream raw materials:

trimethyl(difluoromethyl)silane

sodium difluoromethanesulfinate

[4-chloro-2-(methylsulfanyl)pyrimidin-5-yl]methanol