HCID 10237594, compound → N-(4-Chlorobenzyl)-2-(4-(2-furyl)-4-hydroxybut-1-ynyl)-7-methyl-4-oxo-4,7-dihydrofuro[2,3-b]pyridine-5-carboxamide

HRID 1814897Notes

Reaction equation

HRID 1814897 reaction equation
Br[C:2]1[O:23][C:5]2[N:6]([CH3:22])[CH:7]=[C:8]([C:11]([NH:13][CH2:14][C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)=[O:12])[C:9](=[O:10])[C:4]=2[CH:3]=1.[O:24]1[CH:28]=[CH:27][CH:26]=[C:25]1[CH:29]([OH:33])[CH2:30][C:31]#[CH:32]>>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][NH:13][C:11]([C:8]2[C:9](=[O:10])[C:4]3[CH:3]=[C:2]([C:32]#[C:31][CH2:30][CH:29]([C:25]4[O:24][CH:28]=[CH:27][CH:26]=4)[OH:33])[O:23][C:5]=3[N:6]([CH3:22])[CH:7]=2)=[O:12])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 10237594HCID 10237594, compoundHCID 109096231-(2-Furyl)but-3-yn-1-ol

Product 1

HCID 10217000N-(4-Chlorobenzyl)-2-(4-(2-furyl)-4-hydroxybut-1-ynyl)-7-methyl-4-oxo-4,7-dihydrofuro[2,3-b]pyridine-5-carboxamide

Procedure

Analogous to the procedures described in Example 88, 2-bromo-N-(4-chlorobenzyl)-7-methyl-4-oxo-4,7-dihydrofuro[2,3-b]pyridine-5-carboxamide (Example 79) is treated with 1-(2-furyl)but-3-yn-1-ol (Preparation 74) to afford the title compound.

Sources & evidence

ORD record
ord-6e9046da28364c22803480495c8c928a
Source dataset
uspto-grants-2005_04
Patent number
US06878705B2

Reaction notes

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