Réaction #44045

ord-2b900573df6e4375b11784a30c453654

Équation de réaction

COC(OC)N(C)C
DMF-DMA
NN.O
hydrazine hydrate
CCC1CC(=O)CC(CC)N1S(=O)(=O)c1ccc(F)cc1
2,6-diethyl-1-(4-fluorophenylsulfonyl)piperidin-4-one
CC[C@@H]1CC2(C[C@H](CC)N1)OCCO2
compound 126
CC[C@@H]1CC2(C[C@H](CC)N1)OCCO2
cis-7,9-diethyl-1,4-dioxa-8-azaspiro[4.5]decane
O=S(=O)(Cl)c1ccc(F)cc1
4-fluorobenzenesulfonyl chloride
c1cn[nH]c1
pyrazole
→
CC[C@@H]1Cc2[nH]ncc2[C@H](CC)N1S(=O)(=O)c1ccc(F)cc1
cis-4,6-Diethyl-5-(4-fluorophenylsulfonyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine

Réactifs

COC(OC)N(C)C
DMF-DMA
NN.O
hydrazine hydrate
CCC1CC(=O)CC(CC)N1S(=O)(=O)c1ccc(F)cc1
2,6-diethyl-1-(4-fluorophenylsulfonyl)piperidin-4-one
CC[C@@H]1CC2(C[C@H](CC)N1)OCCO2
compound 126
CC[C@@H]1CC2(C[C@H](CC)N1)OCCO2
cis-7,9-diethyl-1,4-dioxa-8-azaspiro[4.5]decane
O=S(=O)(Cl)c1ccc(F)cc1
4-fluorobenzenesulfonyl chloride
c1cn[nH]c1
pyrazole

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Prepared by treatment of 2,6-diethyl-1-(4-fluorophenylsulfonyl)piperidin-4-one, which was prepared by sulfonylation of compound 126 using 4-fluorobenzenesulfonyl chloride followed by deprotection as shown in Example 17, with DMF-DMA followed by pyrazole formation using hydrazine hydrate as shown in Example 15.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07732609B2uspto-grants-2010_06