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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432942Generated: October 31, 2026

Sodium hydride → 2-[4-[3-(3-Pyridinyl)-1h-pyrazol-1-yl]butyl]-1h-isoindole-1,3(2h)-dione

https://huagongshe.com/reaction/432942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantN-(4-Bromobutyl)phthalimideHCID 93575—
ReactantHCID 178420771HCID 178420771—
SolventDimethylformamideHCID 6228—
Product2-[4-[3-(3-Pyridinyl)-1h-pyrazol-1-yl]butyl]-1h-isoindole-1,3(2h)-dioneHCID 1211660562.5%

Reaction Steps

15.45 g of 3-(1H pyrazol-3-yl)-pyridine prepared as indicated in CA 68 P 95812 g (1968) is introduced dropwise over 1 hour while maintaining the temperature below 30° C. or equal to 30° C. into a mixture of 20 ml of DMF and 6.13 g of sodium hydride. A solution of 29.90 g of 2-(4-bromobutyl)-1H -isoindole-1,3(2H)-dione and 110 ml of DMF is added dropwise. The reaction medium is agitated for 30 minutes at ambient temperature, followed by concentrating, pouring into 300 ml of water cooled down to 10° C., extracting with ethyl acetate, washing with water, drying, filtering and concentrating. The residue is taken up in methylene chloride, followed by drying, filtering and concentrating. 35.87 of a product is obtained which is crystallized from ethyl ether, dried, washed with water and dried. 22.93 g of sought product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664398B2
Source datasetuspto-grants-2003_12
ORD IDord-734a0581948b49d498e0c10ce68f6c88
Source noteuspto-grants-2003_12