HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384700Generated: October 30, 2026
Sodium Carbonate → HCID 59613349, compound
https://huagongshe.com/reaction/384700
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | Tert-butyl 4-((2-amino-5-bromopyridin-4-ylamino)methyl)piperidine-1-carboxylate | HCID 59613462 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59613349 | HCID 59613349 | 149.2% |
Reaction Steps
Two capped 0.5 mL microwave reaction vials each containing a solution of tert-butyl 4-((2-amino-5-bromopyridin-4-ylamino)methyl)piperidine-1-carboxylate (30 mg, 0.078 mmol), 4-methoxyphenyl boronic acid (17.8 mg, 1.5 eq.), Pd(PPh3)4 (4.5 mg, 5 mol %), 0.5M aqueous sodium carbonate (0.23 mL, 1.5 eq.) in acetonitrile (0.78 mL) were heated at 150° C. for 20 min by microwave irradiation. After cooling, the contents of the two reaction vials were combined and solvents were removed in vacuo. The crude product was purified by chromatography using a Biotage SNAP silica (10 g) column, eluting with a gradient of methanol/NH3 (99/1) in dichloromethane, to give the title compound as a yellow solid (48 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367658B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-c5c0591a777546d18b11b15c8ee5f20d |
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| Source note | uspto-grants-2013_02 |
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