4-[5-(4-Methanesulfonylphenyl)-2,3-dihydrobenzofuran-2-yl]piperidine-1-carbonitrile → 4-[5-(4-Methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-1-(3-propyl-[1,2,4]oxadiazol-5-yl)-piperidine

HRID 1622253Notes

Reaction equation

HRID 1622253 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[CH:13][C:14]3[O:18][CH:17]([CH:19]4[CH2:24][CH2:23][N:22]([C:25]#[N:26])[CH2:21][CH2:20]4)[CH2:16][C:15]=3[CH:27]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[OH:28][NH:29][C:30](=N)[CH2:31][CH2:32][CH3:33]>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[CH:13][C:14]3[O:18][CH:17]([CH:19]4[CH2:20][CH2:21][N:22]([C:25]5[O:28][N:29]=[C:30]([CH2:31][CH2:32][CH3:33])[N:26]=5)[CH2:23][CH2:24]4)[CH2:16][C:15]=3[CH:27]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

3

Reactant 2

HCID 866756724-[5-(4-Methanesulfonylphenyl)-2,3-dihydrobenzofuran-2-yl]piperidine-1-carbonitrileHCID 178449909HCID 178449909, compound

Product 1

HCID 712079574-[5-(4-Methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-1-(3-propyl-[1,2,4]oxadiazol-5-yl)-piperidine

Procedure

The title compound is prepared from 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carbonitrile and N-hydroxy-butyramidine following a procedure analogous to that described in Example 2. LC (method 2): tR=1.40 min; Mass spectrum (ESI+): m/z=468 [M+H]+.

Sources & evidence

ORD record
ord-7c36baa3f6104ccdbc4258dc7b510af0
Source dataset
uspto-grants-2014_07
Patent number
US08778926B2

Reaction notes

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