Rac-8-(2-oxo-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one → 8-(2-Hydroxy-2-pyridin-2-yl-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

HRID 458152Notes

Reaction equation

HRID 458152 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[N:8]1[CH2:24][CH2:23][C:11]2([N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:14][NH:13][C:12]2=[O:22])[CH2:10][CH2:9]1.[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[Li]>>[OH:1][C:2]1([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][N:25]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[N:8]1[CH2:9][CH2:10][C:11]2([N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:14][NH:13][C:12]2=[O:22])[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 18441774Rac-8-(2-oxo-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-oneHCID 178506720HCID 178506720, compound

Product 1

HCID 184417498-(2-Hydroxy-2-pyridin-2-yl-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

Procedure

The title compound was prepared from rac-8-(2-oxo-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one and 2-pyridyl-lithium in analogy of the procedure described for the synthesis of (rac,cis)-8-(2-hydroxy-2-phenyl-cyclohexyl)-1-(3-methyl-butyl)-1,3,8-triaza-spiro[4.5]decan-4-one (Example 73e). (rac,cis) 8-(2-Hydroxy-2-pyridin-2-yl-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one was obtained as off-white solid, MS (ISP): 407.4 MH+.

Sources & evidence

ORD record
ord-5e0ddb68a35c49918468216b934735d1
Source dataset
uspto-grants-2007_03
Patent number
US07189850B2

Reaction notes

Loading…