4-Chloropyridine-2-carboxylic acid → HCID 21906537, compound

HRID 1883074Notes

Reaction equation

HRID 1883074 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:28])[C:10]2[CH:15]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[CH:13]=[CH:12][C:11]=2[NH:20][CH2:21][CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[N:6][CH:7]=1.Cl[C:30]1[CH:35]=[CH:34][N:33]=[C:32]([C:36]([OH:38])=[O:37])[CH:31]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:28])[C:10]2[CH:15]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[CH:13]=[CH:12][C:11]=2[NH:20][CH2:21][CH:22]2[CH2:27][CH2:26][N:25]([C:30]3[CH:35]=[CH:34][N:33]=[C:32]([C:36]([OH:38])=[O:37])[CH:31]=3)[CH2:24][CH2:23]2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 2308904-Chloropyridine-2-carboxylic acidHCID 21906567HCID 21906567, compound

Product 1

HCID 21906537HCID 21906537, compoundYield 82.5%

Procedure

Using a similar procedure to that described in Example 52, N-(5-chloropyridin-2-yl)-5-methoxycarbonyl-2-[(4-piperidinylmethyl)amino]benzamide (0.30 g, 0.74 mmol) and 4-chloropicolinic acid (0.23 g, 1.5 mmol) afforded 320 mg (82%) of the title compound.

Sources & evidence

ORD record
ord-70eb82c9e3ef4010b40bddde88ef84b0
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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