2,5-Dichlorobenzoic acid → 2-(6-Bromo-5-methylpyridin-3-ylamino)-5-chlorobenzoic acid

Reaction equation

[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[CH3:9].Cl[C:11]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:12]=1[C:13]([OH:15])=[O:14]>>[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:11]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:12]=2[C:13]([OH:15])=[O:14])=[CH:4][C:3]=1[CH3:9]

Participants

Reactant 2

HCID 57842,5-Dichlorobenzoic acid

HCID 123624465-Amino-2-bromo-3-methylpyridine

Product 1

HCID 866572602-(6-Bromo-5-methylpyridin-3-ylamino)-5-chlorobenzoic acidYield 24%

Procedure

Obtained (0.51 g, yield 24%) following the procedure described in Intermediate 13 starting with 6-bromo-5-methylpyridin-3-amine (5.35 mmol, 1.0 g) and 2,5-dichlorobenzoic acid (10.68 mmol, 2.04 g).

Workup

customObtained (0.51 g, yield 24%)

Sources & evidence

ORD record: ord-c1621bb7fc9d48d491d4c64871edc448
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536165B2

Reaction notes

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