HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851201Generated: October 30, 2026
Sodium Carbonate → 4-(7-Methoxy-6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde
https://huagongshe.com/reaction/1851201
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 were 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 was heated for 45 min under microwave irradiation to 120° C. This mixture was worked up by diluting with water and extraction with dichloromethane. The organic layers were dried over Na2SO4 and concentrated to yield the crude product, which was purified by chromatography on silica gel (methanol/dichloromethane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957064B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-0490ca0a883c464b8c407c0bcdcf6561 |
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| Source note | uspto-grants-2015_02 |
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