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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-(4-Bromobutyl)phthalimide | HCID 93575 | — |
| Reactant | HCID 178420771 | HCID 178420771 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[4-[3-(3-Pyridinyl)-1h-pyrazol-1-yl]butyl]-1h-isoindole-1,3(2h)-dione | HCID 12116605 | 62.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06664398B2 |
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| Source dataset | uspto-grants-2003_12 |
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| ORD ID | ord-734a0581948b49d498e0c10ce68f6c88 |
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| Source note | uspto-grants-2003_12 |
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