Pyrrolidine → 1-(4-Methoxyphenyl)-4-(2,2,4,6,7-pentamethyl-3-(pyrrolidinyl)-2,3-dihydro-1-benzofuran-5-yl)piperazine

HRID 1272332Notes

Reaction equation

HRID 1272332 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[C:16]([CH3:29])=[C:17]([CH3:28])[C:18]4[O:22][C:21]([CH3:24])([CH3:23])[CH:20](O)[C:19]=4[C:26]=3[CH3:27])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[NH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[C:26]([CH3:27])=[C:19]([CH3:20])[C:18]4[O:22][C:21]([CH3:24])([CH3:23])[CH:28]([N:30]5[CH2:34][CH2:33][CH2:32][CH2:31]5)[C:17]=4[C:16]=3[CH3:29])[CH2:11][CH2:10]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 674202085-(4-(4-Methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol

Product 1

HCID 101147821-(4-Methoxyphenyl)-4-(2,2,4,6,7-pentamethyl-3-(pyrrolidinyl)-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 48%

Procedure

Using 5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol and pyrrolidine obtained in Reference Example 18, the title compound was obtained in the same manner as in Example 57. Yield 48% mp. 124–126° C. (methanol).

Workup

  1. customobtained in Reference Example 18

Sources & evidence

ORD record
ord-1cfd5921387a4056883fe12d2b4a7dda
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

Loading…