HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204733Generated: October 31, 2026
Sodium Carbonate → 4-Methyl-5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide
https://huagongshe.com/reaction/2204733
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2773987 | — |
| Reactant | 5-Bromo-4-methyl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide | HCID 66611237 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-Methyl-5-(1-methyl-1H-pyrazol-4-yl)-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide | HCID 66612032 | — |
Reaction Steps
1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (86 mg, 0.42 mmol), palladium tetrakis (26.2 mg, 0.02 mmol) and Na2CO3 (0.76 ml, 0.76 mmol) were added to a solution of 5-bromo-4-methyl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in Example 6; 150 mg, 0.38 mmol) in 1,2-dimethoxyethane (3 ml). The mixture was heated at 120° C. in a microwave for 1 hour. The solvent was removed in vacuo and the residue purified by MDAP to yield the title compound as a white solid. 73 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365551B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-303a66239e59493ead013c824539ef47 |
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| Source note | uspto-grants-2016_06 |
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