Réaction #44041

ord-1e83bddc5d5d45a3a394b31a1ddd21f9

Équation de réaction

O=C1CCN(S(=O)(=O)c2ccc(Cl)cc2)C(c2cncnc2)C1
compound 71
O=C1CCN(S(=O)(=O)c2ccc(Cl)cc2)C(c2cncnc2)C1
1-(4-chlorophenylsulfonyl)-2-(pyrimidin-5-yl)piperidin-4-one
C[C@@H]1CC(=O)C[C@H](C)N1S(=O)(=O)c1ccc(Cl)cc1
cis-1-(4-Chlorophenylsulfonyl)-2,6-dimethylpiperidin-4-one
C[C@@H]1CC(=O)C[C@H](C)N1S(=O)(=O)c1ccc(Cl)cc1
cis-1-(4-chlorophenylsulfonyl)-2,6-dimethylpiperidin-4-one
COC(OC)N(C)C
DMF-DMA
NN.O
hydrazine hydrate
→
C[C@@H]1Cc2[nH]ncc2[C@H](C)N1S(=O)(=O)c1ccc(Cl)cc1
cis-5-(4-Chlorophenylsulfonyl)-4,6-dimethyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine

Réactifs

O=C1CCN(S(=O)(=O)c2ccc(Cl)cc2)C(c2cncnc2)C1
compound 71
O=C1CCN(S(=O)(=O)c2ccc(Cl)cc2)C(c2cncnc2)C1
1-(4-chlorophenylsulfonyl)-2-(pyrimidin-5-yl)piperidin-4-one
C[C@@H]1CC(=O)C[C@H](C)N1S(=O)(=O)c1ccc(Cl)cc1
cis-1-(4-Chlorophenylsulfonyl)-2,6-dimethylpiperidin-4-one
C[C@@H]1CC(=O)C[C@H](C)N1S(=O)(=O)c1ccc(Cl)cc1
cis-1-(4-chlorophenylsulfonyl)-2,6-dimethylpiperidin-4-one
COC(OC)N(C)C
DMF-DMA
NN.O
hydrazine hydrate

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

cis-1-(4-Chlorophenylsulfonyl)-2,6-dimethylpiperidin-4-one (92) was treated with DMF-DMA followed by hydrazine hydrate as described for compound 71 in Example 4.

Source

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