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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182663Generated: November 2, 2026

Sodium hydride → HCID 67378655, compound

https://huagongshe.com/reaction/1182663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTosylmethyl isocyanideHCID 161915—
Reactant(3aS,8aR)-7-Methyl-1,2,3,3a,7,8a-hexahydro-3b,7,8-triaza-cyclopenta[a]inden-6-oneHCID 67379018—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67378655HCID 6737865594%

Reaction Steps

Sodium hydride (95%, 112 mg, 4.44 mmol) is suspended in 3 mL of anhydrous THF, and then a mixture of (3aS,8aR)-7-Methyl-1,2,3,3a,7,8a-hexahydro-3b,7,8-triaza-cyclopenta[a]inden-6-one (283 mg, 1.48 mmol) and p-toluenesulfonylmethyl isocyanide (97%, 347 mg, 1.77 mmol) in 5 mL of anhydrous THF is added dropwise. The mixture is stirred at room temperature for an hour, and then quenched with water. The mixture is extracted with CH2Cl2 (5×10 mL). The combined organic phase is washed with brine, and then dried with anhydrous Na2SO4. After filtration, the filtrate is evaporated to dryness under reduced pressure to give crude product (320 mg, yield 94%) as brown solids, which is used for the next reaction without further purification. MS (ESI) m/z 231.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664207B2
Source datasetuspto-grants-2014_03
ORD IDord-8b3379aba6824c2ba9d4af5816ce3efc
Source noteuspto-grants-2014_03