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

HRID 1622252Notes

Reaction equation

HRID 1622252 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]([CH:32]1[CH2:34][CH2:33]1)=N>>[CH:32]1([C:30]2[N:26]=[C:25]([N:22]3[CH2:21][CH2:20][CH:19]([CH:17]4[CH2:16][C:15]5[CH:27]=[C:11]([C:8]6[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][CH:7]=6)[CH:12]=[CH:13][C:14]=5[O:18]4)[CH2:24][CH2:23]3)[O:28][N:29]=2)[CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 866756724-[5-(4-Methanesulfonylphenyl)-2,3-dihydrobenzofuran-2-yl]piperidine-1-carbonitrileHCID 178513214HCID 178513214, compound

Product 1

HCID 712084141-(3-Cyclopropyl-[1,2,4]oxadiazol-5-yl)-4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-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-cyclopropanecarboxamidine following a procedure analogous to that described in Example 2. LC (method 2): tR=1.08 min; Mass spectrum (ESI+): m/z=466 [M+H]+.

Sources & evidence

ORD record
ord-ae47ff2612004ad595ca79c16b1b87df
Source dataset
uspto-grants-2014_07
Patent number
US08778926B2

Reaction notes

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