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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335274Generated: October 26, 2026

Water → 3-[(7-Bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluoro-benzoic Acid Methyl Ester

https://huagongshe.com/reaction/335274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 3-amino-4-fluorobenzoateHCID 12541234—
Reactant7-Bromoimidazo[1,2-a]pyridine-3-carboxylic acidHCID 67261488—
SolventDimethylacetamideHCID 31374—
Product3-[(7-Bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluoro-benzoic Acid Methyl EsterHCID 71282888—

Reaction Conditions

Temperature20 °C

Reaction Steps

To the solution of compound 7-bromoimidazo[1,2-a]pyridine-3-carboxylic acid (Intermediate A step 3) (1.26 Kg, 5.23 mol) in DMAC (15 L) was added dropwise SOCl2 (1.86 kg, 15.6 mol) at 10° C. in 30 min. To the resulting mixture warmed to 20° C. was added compound methyl 3-amino-4-fluorobenzoate (884 g, 5.23 mol) in DMAC (3.0 L) over 30 min. After addition, the reaction temperature went up to 30° C. HPLC showed the reaction went to completion within 5 min. To the reaction mixture was added water (20 L) over 20 min. The mixture was filtered and dried under vacuum to afford the title compound as a white solid;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883819B2
Source datasetuspto-grants-2014_11
ORD IDord-8ec7e2ae840146db969d4d9076d79abb
Source noteuspto-grants-2014_11