5-(3,4-Dichlorobenzyl-carbamoyl)-thiophene-2-carboxylic acid ethyl ester → 5(3,4-Dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acid

HRID 1977360Notes

Reaction equation

HRID 1977360 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:22])[NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=2)=[CH:7][N:6]=1)=[O:4].C(OC(C1SC(C(=O)NCC2C=CC(Cl)=C(Cl)C=2)=CC=1)=O)C>>[Cl:21][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=1[Cl:20])[CH2:13][NH:12][C:11]([C:8]1[CH:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=1)=[O:22]

Participants

3

Reactant 2

HCID 229861535-(3,4-Dichlorobenzyl-carbamoyl)-thiophene-2-carboxylic acid ethyl esterHCID 229861925(3,4-Dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acid methyl-ester

Product 1

HCID 186171845(3,4-Dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acidYield 82%

Procedure

Compound (13(a)) was treated in an analogous manner to compound (12(a)) in Example 12 to obtain 5(3,4-dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acid (13(b)) as an off-white solid (82%).

Sources & evidence

ORD record
ord-3e90ddd6374845778c265d305d171b9d
Source dataset
uspto-grants-2001_05
Patent number
US06232338B1

Reaction notes

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