HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169813Generated: October 29, 2026
Isopropylamine → 3-bromo-N-[4-chloro-2-methyl-6-[[(1-methylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide
https://huagongshe.com/reaction/2169813
Participants
| Role | Name | HCID | Charge |
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| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | 2-(3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-chloro-8-methyl-4H-benzo[d][1,3]oxazin-4-one | HCID 10253307 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-bromo-N-[4-chloro-2-methyl-6-[[(1-methylethyl)amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide | HCID 11663488 | — |
Reaction Steps
To a solution of 2-[3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one (i.e. the benzoxazinone product of Step E) (0.20 g, 0.44 mmol) in tetrahydrofuran was added isopropylamine (0.122 mL, 1.42 mmol), and the reaction mixture was heated to 60° C. for 90 minutes and then cooled to room temperature. The tetrahydrofuran solvent was evaporated under reduced pressure, and the residual solid was triturated with ether, filtered, and dried to afford the title compound, a compound of the present invention, as a solid (150 mg), m.p. 159-161° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09049861B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-0f7cd8847ea24d04820dbca7ef7345aa |
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| Source note | uspto-grants-2015_06 |
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