Ethyl 4-hydroxy-2-methylbenzofuran-6-carboxylate → Ethyl 4-({6-[(dimethylamino)carbonyl]-1-oxidopyridin-3-yl}oxy)-2-methyl-1-benzofuran-6-carboxylate

HRID 1177273Notes

Reaction equation

HRID 1177273 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[C:9]([CH3:11])[O:10][C:6]=2[CH:5]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:3]=1.Br[C:18]1[CH:23]=[N+:22]([O-:24])[C:21]([C:25]([N:27]([CH3:29])[CH3:28])=[O:26])=[CH:20][CH:19]=1>>[CH3:28][N:27]([CH3:29])[C:25]([C:21]1[N+:22]([O-:24])=[CH:23][C:18]([O:1][C:2]2[C:7]3[CH:8]=[C:9]([CH3:11])[O:10][C:6]=3[CH:5]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:3]=2)=[CH:19][CH:20]=1)=[O:26]

Participants

3

Reactant 2

HCID 11514065Ethyl 4-hydroxy-2-methylbenzofuran-6-carboxylateHCID 595600395-Bromo-N,N-dimethylpyridine-2-carboxamide 1-oxide

Product 1

HCID 59560221Ethyl 4-({6-[(dimethylamino)carbonyl]-1-oxidopyridin-3-yl}oxy)-2-methyl-1-benzofuran-6-carboxylate

Procedure

The title compound was synthesized in a similar fashion as described for Intermediate 252d, by reacting ethyl 4-hydroxy-2-methylbenzofuran-6-carboxylate and 5-bromo-N,N-dimethylpyridine-2-carboxamide 1-oxide. LC-MS (ESI, pos): 386.00.

Sources & evidence

ORD record
ord-69306ab28410418ab8bdf02081e33962
Source dataset
uspto-grants-2010_11
Patent number
US07842713B2

Reaction notes

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