HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539760Generated: October 29, 2026
Acetonitrile → N-[5-(6-bromoimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamide
https://huagongshe.com/reaction/539760
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 5-(6-Bromoimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)aniline | HCID 57516271 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[5-(6-bromoimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)phenyl]-2,2-dimethyl-propanamide | HCID 67985680 | 37% |
Reaction Steps
A 20 mL vial is charged with 5-(6-bromoimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)aniline (0.463 g, 0.0013 mol), acetonitrile (7 mL) and pyridine (0.210 mL). The mixture is added trimethylacetyl chloride (0.320 mL, 2.6 mmol) and stirred for 20 min at 80° C. The solution is concentrated, taken into EtOAc (10 mL) and washed once with HCl (10 mL, 1M) and NaOH (10 mL, 1M). Organics are dried, concentrated, and purified on silica (0-100% EtOAc in Hexanes) to give the title compound (212 mg, 37% yield). LCMS m/z=440.4 [M+H]+, tR=2.67 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08871767B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-6c2c5c1bbace4578b7f7f4572bcc334c |
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| Source note | uspto-grants-2014_10 |
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