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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603442Generated: October 30, 2026

Cesium carbonate → HCID 59300455, compound

https://huagongshe.com/reaction/603442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Methyl-6-ethyl-3-hydroxypyridineHCID 170653—
ReactantHCID 86644241HCID 86644241—
CatalystWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59300455HCID 5930045563.5%

Reaction Steps

6-Ethyl-2-methyl-3-pyridinol (40.6 mg, 0.30 mmol) and [(1S)-5-(3-bromopropoxy)-2,3-dihydro-1H-inden-1-yl]acetate (101.0 mg, 0.30 mmol) (Example 45) were dissolved in DMF (4 mL) and cesium carbonate (193 mg, 0.59 mmol) and 4 drops of water were added. The mixture was stirred at rt for 16 h. The DMF was removed in vacuo and the residue was suspended in EtOAc and filtered. This filtrate was concentrated to give the pure title compound as a yellow oil (73 mg, 62%) which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3): δ 7.08-6.99 (m, 2H), 6.90 (d, 1H), 6.78 (s, 1H), 6.62 (dd, 1H), 4.20-4.08 (m, 4H), 3.72 (s, 3H), 3.58-3.48 (m, 1H), 2.96-2.70 (m, 6H), 2.51-2.34 (m, 4H), 2.30-2.23 (m, 2H), 1.80-1.68 (m, 1H), 1.21 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906653B2
Source datasetuspto-grants-2011_03
ORD IDord-87a35d9d810d4d33943f20e584c37fc8
Source noteuspto-grants-2011_03