Benzenemethanamine, 3,4-dichloro- → 3-[(3,4-Dichlorobenzyl)amino]pyridine-4-carboxylic acid

HRID 63047

Reaction equation

HRID 63047 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5][NH2:6].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:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5][NH:6][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 1608Benzenemethanamine, 3,4-dichloro-HCID 3453613-Fluoropyridine-4-carboxylic acid

Product 1

HCID 867282013-[(3,4-Dichlorobenzyl)amino]pyridine-4-carboxylic acidYield 37%

Procedure

The title compound was prepared in 37% yield from 3,4-dichlorobenzylamine and 3-fluoroisonicotinic acid according to the procedure for the preparation of Example 3. 1H NMR (400 MHz, DMSO-d6): δ 13.48 (br s, 1H), 8.10 (s, 1H), 7.84 (d, 1H, J=5.0 Hz), 7.57-7.65 (m, 3H), 7.35 (dd, 1H, J=8.3, 1.9 Hz), 4.59 (s, 2H). [M+H] calc'd for C13H10Cl2N2O2, 297, 299. found 297, 299.

Sources & evidence

ORD record
ord-ee96d740cef84269aa7b3cfa1c069cd9
Source dataset
uspto-grants-2016_09
Patent number
US09447045B2

Linked notes

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