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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521729Generated: October 30, 2026

Diisopropylethylamine → HCID 90109389, compound

https://huagongshe.com/reaction/521729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(2-Chloro-5-fluoropyrimidin-4-yl)propan-2-olHCID 86697884—
ReactantHCID 90110162HCID 90110162—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90109389HCID 9010938998.3%

Reaction Conditions

Temperature110 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328124B2
Source datasetuspto-grants-2016_05
ORD IDord-fd78984dc90f466aa08f55c6b5886902
Source noteuspto-grants-2016_05