2,4-Dimethoxybenzyl alcohol → 2-(4-{3-[(2,4-dimethoxyphenyl)methoxy]-2-hydroxypropyl}piperazinyl)N-(2,6-dimethylphenyl)acetamide

HRID 1280422Notes

Reaction equation

HRID 1280422 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:32])[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH:19]([OH:31])[CH2:20][O:21][CH:22]2CC3C(=CC=CC=3)C2)[CH2:14][CH2:13]1.[CH3:33][O:34][C:35]1[CH:42]=[C:41]([O:43][CH3:44])[CH:40]=[CH:39][C:36]=1CO>CC(O)C>[CH3:33][O:34][C:35]1[CH:42]=[C:41]([O:43][CH3:44])[CH:40]=[CH:39][C:36]=1[CH2:22][O:21][CH2:20][CH:19]([OH:31])[CH2:18][N:15]1[CH2:14][CH2:13][N:12]([CH2:11][C:10]([NH:9][C:3]2[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][C:4]=2[CH3:8])=[O:32])[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 817502,4-Dimethoxybenzyl alcoholHCID 10181578N-(2,6-dimethylphenyl)-2-[4-(2-hydroxy-3-indan-2-yloxypropyl)piperazinyl]acetamide

Product 1

HCID 102989732-(4-{3-[(2,4-dimethoxyphenyl)methoxy]-2-hydroxypropyl}piperazinyl)N-(2,6-dimethylphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Compound 19 was prepared in a similar manner to compound 7, substituting the commercially available 2,4-dimethoxy-benzylalcohol for 2-propanol in part C. MS (M+1)=472.42

Sources & evidence

ORD record
ord-f72b59258891492b8400991a9aad1b3e
Source dataset
uspto-grants-2002_09
Patent number
US06451798B2

Reaction notes

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