2-Amino-1-(4-benzyloxyphenyl)ethanol → 6-[4-[2-[(4-Benzyloxy-beta-hydroxyphenethyl)amino]-propyloxy]phenyl]-4,5-dihydro-3(2H)pyridazinone

HRID 465447Notes

Reaction equation

HRID 465447 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=2)=[CH:8][CH:7]=1)[C:2]([CH3:4])=O.[OH:19][CH:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:25][CH:24]=1)[CH2:21][NH2:22]>>[CH2:30]([O:29][C:26]1[CH:25]=[CH:24][C:23]([CH:20]([OH:19])[CH2:21][NH:22][CH:2]([CH3:4])[CH2:1][O:5][C:6]2[CH:11]=[CH:10][C:9]([C:12]3[CH2:13][CH2:14][C:15](=[O:18])[NH:16][N:17]=3)=[CH:8][CH:7]=2)=[CH:28][CH:27]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 4239902-Amino-1-(4-benzyloxyphenyl)ethanolHCID 144418546-[4-(2-Oxopropoxy)phenyl]-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 198745386-[4-[2-[(4-Benzyloxy-beta-hydroxyphenethyl)amino]-propyloxy]phenyl]-4,5-dihydro-3(2H)pyridazinone

Procedure

6-[4-[2-[(4-Benzyloxy-β-hydroxyphenethyl)amino]-propyloxy]phenyl]-4,5-dihydro-3(2H)pyridazinone was prepared from 4,5-dihydro-6-(4-acetonyloxyphenyl)-3(2H)-pyridazinone and 2-hydroxy-2-(4-benzyloxyphenyl)ethanamine in an analogous manner to the compound described in Example 38. 1H NMR (DMSO-d6) ppm:

Sources & evidence

ORD record
ord-0e8f5d4ebb564291970d89fd56aeaeb4
Source dataset
uspto-grants-1992_10
Patent number
US05153210

Reaction notes

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