Benzyl glycidyl ether → N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3 (phenylmethoxy)propyl]piperazinyl}acetamide

HRID 1280419Notes

Reaction equation

HRID 1280419 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.C(OC[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)C1OC1.O1CC1COC1CC2C(=CC=CC=2)C1>>[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[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][CH2:22][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH2:14][CH2:13]1

Participants

4

Reactant 3

HCID 94247Benzyl glycidyl etherHCID 10181578N-(2,6-dimethylphenyl)-2-[4-(2-hydroxy-3-indan-2-yloxypropyl)piperazinyl]acetamideHCID 155803392-(Oxiran-2-ylmethoxy)indane

Product 1

HCID 10273063N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3 (phenylmethoxy)propyl]piperazinyl}acetamide

Procedure

Compound 11 was prepared in a similar manner to compound 7, substituting the commercially available benzyl glycidyl ether for 2-(oxiran-2-ylmethoxy)indane in part D to afford 11. Mass Spectrum (M+1)=412.36.

Sources & evidence

ORD record
ord-ebabdad0806e42f69748ceb0c05e0839
Source dataset
uspto-grants-2002_09
Patent number
US06451798B2

Reaction notes

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