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Veratric Acid → 2-[[4-(3,4-Dimethyoxybenzoyl)-1-piperazinyl]methyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine

HRID 565646
Notes
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Reaction equation

HRID 565646 reaction equation
[CH3:1][C:2]1([CH2:15][N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH2:6][C:5]2[C:7]([CH3:14])=[C:8]([NH2:13])[C:9]([CH3:12])=[C:10]([CH3:11])[C:4]=2[O:3]1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1[O:33][CH3:34])[C:27](O)=[O:28]>>[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1[O:33][CH3:34])[C:27]([N:19]1[CH2:20][CH2:21][N:16]([CH2:15][C:2]2([CH3:1])[CH2:6][C:5]3[C:7]([CH3:14])=[C:8]([NH2:13])[C:9]([CH3:12])=[C:10]([CH3:11])[C:4]=3[O:3]2)[CH2:17][CH2:18]1)=[O:28]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7121Veratric AcidHCID 219977792,3-Dihydro-2,4,6,7-tetramethyl-2-[(1-piperazinyl)methyl]-5-benzofuranamine

Product 1

HCID 221110812-[[4-(3,4-Dimethyoxybenzoyl)-1-piperazinyl]methyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamineYield 74%

Procedure

Using 2,3-dihydro-2,4,6,7-tetramethyl-2-[(1-piperazinyl)methyl]-5-benzofuranamine and 3,4-dimethoxybenzoic acid, the procedure of Example 10, presented hereinafter, was otherwise followed to provide the title compound. Yield 74%.

Sources & evidence

ORD record
ord-92edb5d92808489baf092ecaa4c5956f
Source dataset
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06172085B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes