1''-Cyano-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine] → 5-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1''-(3-n-propyl-[1,2,4]oxadiazol-5-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]

HRID 2406358Notes

Reaction equation

HRID 2406358 reaction equation
[OH:1][NH:2][C:3](=[NH:7])[CH2:4][CH2:5][CH3:6].[C:8]([N:10]1[CH2:15][CH2:14][C:13]2([CH2:18][C:17]3([O:36][C:21]4=[CH:22][N:23]=[C:24]([C:26]5[CH2:27][CH2:28][N:29]([S:32]([CH3:35])(=[O:34])=[O:33])[CH2:30][CH:31]=5)[CH:25]=[C:20]4[CH2:19]3)[CH2:16]2)[CH2:12][CH2:11]1)#N>>[CH3:35][S:32]([N:29]1[CH2:28][CH:27]=[C:26]([C:24]2[CH:25]=[C:20]3[CH2:19][C:17]4([CH2:16][C:13]5([CH2:12][CH2:11][N:10]([C:8]6[O:1][N:2]=[C:3]([CH2:4][CH2:5][CH3:6])[N:7]=6)[CH2:15][CH2:14]5)[CH2:18]4)[O:36][C:21]3=[CH:22][N:23]=2)[CH2:31][CH2:30]1)(=[O:33])=[O:34]

Participants

3

Reactant 2

HCID 867012031''-Cyano-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]HCID 178449909HCID 178449909, compound

Product 1

HCID 721949815-(1-Methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-1''-(3-n-propyl-[1,2,4]oxadiazol-5-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1'-cyclobutane-3',4''-piperidine]

Procedure

The title compound is prepared from N-hydroxy-butyramidine and 1″-cyano-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-dispiro[2,3-dihydrofuro[2,3-c]pyridine-2,1′-cyclobutane-3′,4″-piperidine] following a procedure analogous to that described for Example 23. LC (method 3): tR=0.91 min; Mass spectrum (ESI+): m/z=500 [M+H]+.

Sources & evidence

ORD record
ord-9d6c807b7d894c34af29817e78037542
Source dataset
uspto-grants-2014_08
Patent number
US08809361B2

Reaction notes

Loading…