HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731808Generated: October 30, 2026
Sodium Carbonate → HCID 68710306, compound
https://huagongshe.com/reaction/731808
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [5-(Benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-2-yl]boronic acid | HCID 16120496 | — |
| Reactant | 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 24905337 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 68710306 | HCID 68710306 | — |
Reaction Steps
A solution of 5-Benzyloxy-1-BOC-indole-2-boronic acid (303 mg, 0.83 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (100 mg, 0.33 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80° C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by silica gel column chromatography [EtOAc-hexanes, 5:95] to yield BA24. ESI-MS (M+H)+ m/z calcd 499.2, found 499.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07585868B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-aada2827f00f4ddbae3bbb5852032053 |
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| Source note | uspto-grants-2009_09 |
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