2-Chloro-5-methylbenzoic Acid → 2-(6-Bromo-5-methylpyridin-3-ylamino)-5-methylbenzoic acid

HRID 42045Notes

Reaction equation

HRID 42045 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]([CH3:20])=[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]([CH3:20])=[CH:16][C:12]=2[C:13]([OH:15])=[O:14])=[CH:4][C:3]=1[CH3:9]

Participants

3

Reactant 2

HCID 2404302-Chloro-5-methylbenzoic AcidHCID 123624465-Amino-2-bromo-3-methylpyridine

Product 1

HCID 866572612-(6-Bromo-5-methylpyridin-3-ylamino)-5-methylbenzoic acidYield 20%

Procedure

Obtained (0.51 g, yield 20%) following the procedure described in Intermediate 13 starting with 6-bromo-5-methylpyridin-3-amine (7.70 mmol, 1.44 g) and 2-chloro-5-methylbenzoic acid (15.36 mmol, 2.62 g).

Workup

  1. customObtained (0.51 g, yield 20%)

Sources & evidence

ORD record
ord-c1782b7f95e34dc7bf20523e46da8acb
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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