4-(3,4-Dimethoxyphenyl)piperidine → (S)-1-(4-(3,4-dimethoxyphenyl)piperidino)-3-(2-(5-methyl-1,3,4-oxadiazol-2-yl)benzo(b)furan-4-yloxy)-2-propanol

HRID 460641Notes

Reaction equation

HRID 460641 reaction equation
[CH2:1]([O:5][C:6]1[C:14]2[CH:13]=[C:12]([C:15]3[O:19][C:18]([CH3:20])=[N:17][N:16]=3)[O:11][C:10]=2[CH:9]=[CH:8][CH:7]=1)[C@H:2]1[O:4][CH2:3]1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]>>[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:31]2[CH2:32][CH2:33][N:34]([CH2:3][C@H:2]([OH:4])[CH2:1][O:5][C:6]3[C:14]4[CH:13]=[C:12]([C:15]5[O:19][C:18]([CH3:20])=[N:17][N:16]=5)[O:11][C:10]=4[CH:9]=[CH:8][CH:7]=3)[CH2:35][CH2:36]2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]

Participants

3

Reactant 2

HCID 5458284-(3,4-Dimethoxyphenyl)piperidineHCID 60078060(S)-5-(4-glycidyloxybenzo(b)furan-2-yl)-2-methyl-1,3,4-oxadiazole

Product 1

HCID 60078111(S)-1-(4-(3,4-dimethoxyphenyl)piperidino)-3-(2-(5-methyl-1,3,4-oxadiazol-2-yl)benzo(b)furan-4-yloxy)-2-propanolYield 49%

Procedure

By the reactions in the same manner as in Example 1 using (S)-5-(4-glycidyloxybenzo(b)furan-2-yl)-2-methyl-1,3,4-oxadiazole (0.90 g) and 4-(3,4-dimethoxyphenyl)piperidine (0.90 g); the title compound (0.80 g) was obtained as a brown oil.

Sources & evidence

ORD record
ord-e675806210a844fea14ba133d4c98c62
Source dataset
uspto-grants-2007_03
Patent number
US07196199B2

Reaction notes

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