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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885989Generated: October 27, 2026

2-Fluoropyrazine → HCID 67185883, compound

https://huagongshe.com/reaction/885989

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluoropyrazineHCID 642835—
ReactantSodium t-butoxideHCID 23676156—
Reactant6,6-Dimethyl-2-(6-hydroxy-2,3-dihydrobenzo[1,4]oxazin-4-yl)-6,7-dihydro-[1,3]thiazolo[5,4-c]pyridin-4(5h)-oneHCID 67185583—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67185883HCID 6718588341%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of Example 57 (70 mg, 0.211 mmol) in THF (4 mL) was added 2-fluoropyrazine (41 mg, 0.423 mmol) and sodium tert-butoxide (81 mg, 0.846 mmol). The reaction was heated to 150° C. under microwave irradiation for 50 minutes then cooled to r.t. The resulting precipitate was collected, washed with water (4×10 mL), Et2O (3×10 mL) and dried in vacuo to yield the title compound (35 mg, 41%) as an off-white solid. δH (CDCl3) 8.44 (1H, d, J 1.3 Hz), 8.26 (1H, d, J 2.6 Hz), 8.12 (1H, dd, J 2.8 and 1.5 Hz), 8.02 (1H, d, J 2.6 Hz), 7.01 (1H, d, J 8.9 Hz), 6.86 (1H, dd, J 8.9 and 2.6 Hz), 5.26 (1H, s), 4.42-4.30 (2H, m), 4.15-4.10 (2H, m), 2.86 (2H, s), 1.38 (6H, s). LCMS (ES+) 410.0 (M+H)+, RT 3.04 minutes (Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242116B2
Source datasetuspto-grants-2012_08
ORD IDord-9999674f21f346eca5f4a7a51f3c073a
Source noteuspto-grants-2012_08