ChemicalBook CAS DataBase List 6-Bromoimidazo[1,2-a]pyridine-3-carboxylicacid

6-Bromoimidazo[1,2-a]pyridine-3-carboxylicacid synthesis

6synthesis methods

Product Name:6-Bromoimidazo[1,2-a]pyridine-3-carboxylicacid
CAS Number:944896-42-8
Molecular formula:C8H5BrN2O2
Molecular Weight:241.04

372198-69-1 Synthesis

IMidazo[1,2-a]pyridine-3-carboxylic acid, 6-broMo-, ethyl ester

372198-69-1
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6-Bromoimidazo[1,2-a]pyridine-3-carboxylicacid

944896-42-8
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$87.00/5g

Yield: 82%

Reaction Conditions:

with lithium hydroxide monohydrate;water in tetrahydrofuran;methanol at 60;

Steps:

1.5 Synthesis of 6-bromoimidazo[1,2-a]pyridine-3-carboxylic acid (7)
LiOH·H₂O (252 mg, 6 mmol, 2 equiv) was added to the solution of the intermediate 3 (804 mg, 3 mmol, 1 equiv) in 30 mL of THF, MeOH and H₂O (1:1:1). The reaction mixture was stirred at 60 °C. Upon completion of reaction as observed via TLC, the mixture was acidified with aqueous HCl (2 N) until all the solid separate out and the resulting precipitate isolated by filtration (yield 82%), obtained intermediate 7 as a white solid, ¹H NMR (400 MHz, DMSO-d₆) δ 13.33 (s, 1H), 9.40 (s, 1H), 8.26 (s, 1H), 7.79 (d, J = 9.5 Hz, 1H), 7.75 - 7.64 (m, 1H).

References:

Zhang, Yun;Xia, Anjie;Zhang, Shiyu;Lin, Guifeng;Liu, Jingming;Chen, Pei;Mu, Bo;Jiao, Yan;Xu, Wenwen;Chen, Mingxin;Li, Linli [Bioorganic and Medicinal Chemistry Letters,2021,vol. 41,art. no. 127881] Location in patent:supporting information

1072-97-5 Synthesis