HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521729Generated: October 30, 2026
Diisopropylethylamine → HCID 90109389, compound
https://huagongshe.com/reaction/521729
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2-Chloro-5-fluoropyrimidin-4-yl)propan-2-ol | HCID 86697884 | — |
| Reactant | HCID 90110162 | HCID 90110162 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90109389 | HCID 90109389 | 98.3% |
Reaction Steps
N-[(4aR,7aR)-7a-pyrazin-2-yl-4a,5,6,7-tetrahydro-4H-pyrrolo[3,4-d][1,3]thiazin-2-yl]benzamide (231 mg, 0.680 mmol) is dissolved in 1,4-dioxane (4 mL). 2-(2-Chloro-5-fluoro-pyrimidin-4-yl)propan-2-ol (648.60 mg, 3.40 mmol) and diisopropylethylamine (653 μL, 3.74 mmol) are added. The reaction is heated at 110° C. for 6 hours then cooled to room temperature and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography using a 0-5% gradient of 0.14 M ammonia/methanol solution in dichloromethane to give the title compound (330 mg, 98%). ES/MS (m/e): 494 (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-fd78984dc90f466aa08f55c6b5886902 |
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| Source note | uspto-grants-2016_05 |
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