HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915562Generated: November 1, 2026
Sodium Carbonate → 4-(7-Methoxy-6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde
https://huagongshe.com/reaction/1915562
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Reactant | 5-Chloro-7-methoxy-6-phenylpyrazolo[1,5-a]pyrimidine | HCID 86630672 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-(7-Methoxy-6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde | HCID 86630673 | — |
Reaction Steps
To a solution of 1.00 g 5-chloro-7-methoxy-6-phenylpyrazolo[1,5-a]pyrimidine and 0.69 g 4-formylphenylboronic acid in 20 ml 1,2-dimethoxyethane are added 7.3 ml of a 10% w/w sodium carbonate solution and 0.14 g dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II). The mixture is heated for 45 min under microwave irradiation to 120° C. This mixture is worked up by diluting with water and extraction with dichloromethane. The organic layers are dried over Na2SO4 and concentrated to yield the crude product, which is purified by chromatography on silica gel (methanol/dichloromethane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614218B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-e1b107da1ed24a91a8416ab222bbb009 |
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| Source note | uspto-grants-2013_12 |
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