1-(2,4-dimethoxyphenyl)piperazine → 1-(2,4-Dimethoxyphenyl)-4-(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

HRID 1850496Notes

Reaction equation

HRID 1850496 reaction equation
Br[C:2]1[C:3]([CH3:14])=[C:4]([CH3:13])[C:5]2[O:9][CH:8]([CH3:10])[CH2:7][C:6]=2[C:11]=1[CH3:12].[CH3:15][O:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=1[N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>>[CH3:15][O:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=1[N:25]1[CH2:26][CH2:27][N:28]([C:2]2[C:3]([CH3:14])=[C:4]([CH3:13])[C:5]3[O:9][CH:8]([CH3:10])[CH2:7][C:6]=3[C:11]=2[CH3:12])[CH2:29][CH2:30]1

Participants

3

Reactant 2

HCID 27362041-(2,4-dimethoxyphenyl)piperazineHCID 667602875-Bromo-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran

Product 1

HCID 594850421-(2,4-Dimethoxyphenyl)-4-(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 54%

Procedure

By using 5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran (480 mg, 1.88 mmol) synthesized in Reference example 53 and 1-(2,4-dimethoxyphenyl)piperazine (627 mg, 2.82 mmol), the reaction was carried out in the same manner as Example 1 to obtain the title compound 400 mg (yield 54%).

Sources & evidence

ORD record
ord-75a7112ca4884855a805adb14baa3f98
Source dataset
uspto-grants-2015_02
Patent number
US08957069B2

Reaction notes

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