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

HRID 2063879Notes

Reaction equation

HRID 2063879 reaction equation
Br[C:2]1[C:3]([CH3:16])=[C:4]([O:14][CH3:15])[C:5]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=2[C:12]=1[CH3:13].[F:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:20][CH:19]=1>>[F:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH2:29][CH2:28][N:27]([C:2]3[C:3]([CH3:16])=[C:4]([O:14][CH3:15])[C:5]4[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=4[C:12]=3[CH3:13])[CH2:26][CH2:25]2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 667603805-Bromo-7-methoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran

Product 1

HCID 594851241-(4-Fluorophenyl)-4-(7-methoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 49.2%

Procedure

By using 5-bromo-7-methoxy-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran (600 mg, 2.10 mmol) synthesized in Reference example 94 and 1-(4-fluorophenyl)piperazine (757 mg, 4.20 mmol), the reaction was carried out in the same manner as Example 1 to synthesize the title compound 397 mg (yield 49%).

Sources & evidence

ORD record
ord-455f17000d4f44fda590b0772abff4c5
Source dataset
uspto-grants-2012_10
Patent number
US08288390B2

Reaction notes

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