Vanillylamine → 5'-Ethyl-2'-methyl-6'-oxo-1',6'-dihydro-[3,3']bipyridinyl-5-carboxylic acid 4-hydroxy-3-methoxy-benzylamide

HRID 1921533Notes

Reaction equation

HRID 1921533 reaction equation
[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[CH:12]=[N:13][CH:14]=[C:15]([C:17]([OH:19])=O)[CH:16]=2)[CH:4]=1)[CH3:2].[OH:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH2:26])=[CH:23][C:22]=1[O:29][CH3:30]>>[OH:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH:26][C:17]([C:15]2[CH:16]=[C:11]([C:5]3[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=3[CH3:10])[CH:12]=[N:13][CH:14]=2)=[O:19])=[CH:23][C:22]=1[O:29][CH3:30]

Participants

3

Reactant 2

HCID 70966VanillylamineHCID 588087025'-Ethyl-2'-methyl-6'-oxo-1',6'-dihydro-[3,3']bipyridinyl-5-carboxylic acid

Product 1

HCID 588085295'-Ethyl-2'-methyl-6'-oxo-1',6'-dihydro-[3,3']bipyridinyl-5-carboxylic acid 4-hydroxy-3-methoxy-benzylamide

Procedure

Method 1, Example 205 is substantially repeated except for utilizing 5′-ethyl-2′-methyl-6′-oxo-1′,6′-dihydro-[3,3′]bipyridinyl-5-carboxylic acid and 4-hydroxy-3-methoxy-benzylamine to afford the title compound. MS: m/e=394 (M+H).

Sources & evidence

ORD record
ord-3a7fd35dfe664aa7b84735380d2b28d9
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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