HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521720Generated: October 31, 2026
Diisopropylethylamine → HCID 90121138, compound
https://huagongshe.com/reaction/521720
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-fluoropyrimidine | HCID 583466 | — |
| Reactant | HCID 90111297 | HCID 90111297 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90121138 | HCID 90121138 | 63.8% |
Reaction Steps
To a stirred solution of 1-[(4-methoxyphenyl)methyl]-6a-(3-pyridyl)-3a,4,5,6-tetrahydro-3H-pyrrolo[3,4-c]isoxazole (1.33 g, 4.27 mmol) in 1,4-dioxane (30 mL) is added 2-chloro-5-fluoro-pyrimidine (2.55 g, 19.22 mmol) and diisopropylethylamine (3.72 mL, 21.36 mmol). The resulting solution is heated at 110° C. for 3 hours. The reaction is cooled and the solvent is evaporated under vacuum to give a residue. The residue is purified by silica gel chromatography using a 0-5% gradient of 0.14 M ammonia/methanol solution in dichloromethane to give the title compound (1.11 g, 54%). ES/MS (m/e): 408 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09328124B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-5e58cec6c60945daabda5e2955ac0a40 |
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| Source note | uspto-grants-2016_05 |
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