2,4-Dichlorobenzylamine → 3-[(2,4-Dichlorobenzyl)amino]pyridine-4-carboxylic acid

HRID 63052

Reaction equation

HRID 63052 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].F[C:12]1[CH:20]=[N:19][CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15]>>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH2:4][NH:5][C:17]1[CH:18]=[N:19][CH:20]=[CH:12][C:13]=1[C:14]([OH:16])=[O:15]

Participants

3

Reactant 2

HCID 14852,4-DichlorobenzylamineHCID 3453613-Fluoropyridine-4-carboxylic acid

Product 1

HCID 867282053-[(2,4-Dichlorobenzyl)amino]pyridine-4-carboxylic acidYield 42%

Procedure

The title compound was prepared in 42% yield from 2,4-dichlorobenzylamine and 3-fluoroisonicotinic acid according to the procedure for the preparation of Example 3. 1H NMR (400 MHz, DMSO-d6): δ 13.49 (br s, 1H), 8.04 (s, 1H), 7.87 (d, 1H, J=5.0 Hz), 7.66 (s, 1H), 7.59 (d, 1H, J=5.0 Hz), 7.38-7.42 (m, 2H), 4.63 (s, 2H). [M+H] calc'd for C13H10Cl2N2O2, 297, 299. found 297, 299.

Sources & evidence

ORD record
ord-d43b8df6647c4dd6959c42c6f51f1f0a
Source dataset
uspto-grants-2016_09
Patent number
US09447045B2

Linked notes

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