tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

CAS NO.：866084-31-3
Empirical Formula: C33H45N7O4
Molecular Weight: 603.75
MDL number: MFCD28978558
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-09 18:09:35

What is tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate?

The Uses of tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

tert-Butyl 4-[6-[[6-(1-Butoxyethenyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-yl]amino]-pyridin-3-yl]-piperazine-1-carboxylate is an intermediate in the commercial development of palbociclib, a highly selective reversible inhibitor of cyclin-dependent kinases CDK 4/6, which is developed for the treatment of ER-positive and HER2-negative breast cancer.

Preparation

4-[6-(6-bromo-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydro-pyridino[2,3-d]pyridine-2-yl-amino)-pyridine-3-yl]-piperazine-1-carboxylic acid tert-butyl ester (9.8 g, 0.017 mol), DMF (140 ml), vinyl n-butyl ether (17 g,0.17 mol), K2CO3 (5.27 g, 0.041 mol), Pd2dba3 (1.6 g, 0.17 mmol) and DABCO (0.23 g, 2.04 mmol) were added to the reaction flask and then heated the mixture to 80 ~ 85 °C. Tert-butyl 4-(6-(8-cyclopentyl-5-Methyl-7-oxo-6-(1-propoxyvinyl)-7,8-dihydropyrido[2,3-d]pyriMidin-2-ylaMino)pyridin-3-yl)piperazine-1-carboxylate was obtained through purification.

Properties of tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

Boiling point:	764.2±70.0 °C(Predicted)
Density	1.224±0.06 g/cm3(Predicted)
storage temp.	2-8°C(protect from light)
solubility	DMSO (Slightly, Heated. Sonicated), Methanol (Slightly, Sonicated)
form	Solid
pka	5.24±0.10(Predicted)
color	Light Yellow
Stability:	Light Sensitive

Safety information for tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

Computed Descriptors for tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

InChIKey	SCWKOLRZBMGTNT-UHFFFAOYSA-N
SMILES	N1(C(OC(C)(C)C)=O)CCN(C2=CC=C(NC3=NC=C4C(C)=C(C(OCCCC)=C)C(=O)N(C5CCCC5)C4=N3)N=C2)CC1

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4-[6-(6-BROMO-8-CYCLOPENTYL-5-METHYL-7-OXO-7,8-DIHYDRO-PYRIDO[2,3-D]PYRIMIDIN-2-YLAMINO)-PYRIDIN-3-YL]-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

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