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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Methyl 3-amino-4-fluorobenzoate | HCID 12541234 | — |
| Reactant | 7-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid | HCID 67261488 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 3-[(7-Bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluoro-benzoic Acid Methyl Ester | HCID 71282888 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883819B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-8ec7e2ae840146db969d4d9076d79abb |
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| Source note | uspto-grants-2014_11 |
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