تفاعل #44038

ord-0d79eb667ed5444f8152a34c4d2c4fad

معادلة التفاعل

NN.O
hydrazine hydrate
CC(C)C1CC(=O)CCN1C(=O)OCc1ccccc1
Benzyl 2-isopropyl-4-oxopiperidine-1-carboxylate
O=C1CCN(C(=O)OCc2ccccc2)C(c2ccc(Cl)cc2)C1
compound 67
O=C1CCN(C(=O)OCc2ccccc2)C(c2ccc(Cl)cc2)C1
benzyl 2-(4-chlorophenyl)-4-oxopiperidine-1-carboxylate
O=C1CCNCC1
compound 50
O=C1CCNCC1
piperidin-4-one
C[CH](C)[Mg][Cl]
isopropylmagnesium chloride
CC(C)C1Cc2[nH]ncc2CN1C(=O)OCc1ccccc1
benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Benzyl 2-isopropyl-4-oxopiperidine-1-carboxylate, prepared as described for compound 67 in Example 3 using isopropylmagnesium chloride, was formylated and treated with hydrazine hydrate as described for compound 50 in Example 1 to give benzyl 6-isopropyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate. This compound was then deprotected and treated with 4-chlorophenylsulfonyl chloride followed by NaOH as described for compound 52 in Example 1. The enantiomers were separated using HPLC Method [2].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07732609B2uspto-grants-2010_06