HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222134Generated: October 30, 2026
Sodium Carbonate → HCID 24990697, compound
https://huagongshe.com/reaction/222134
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 68706129 | HCID 68706129 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24990697 | HCID 24990697 | 74% |
Reaction Steps
To a suspension of 8-amino-2-iodo-1-methyl-4,5-dihydro-1H-1,7,9-triaza-cyclopenta[a]naphthalene-3-carboxylic acid amide N3 (0.34 mmol) in 15 mL of DMF under argon, phenylboronic acid (0.5 mmol), LiCl (1 mmol), Na2CO3 (0.85 mmol), water (1 mL) and (PPh3)2PdCl2 (7 mg) were added. The mixture was heated at 100° C. for 10 h then evaporated to dryness. Chromatography on silica gel (eluant: DCM/MeOH 20:1) afforded the title compound (74% yield). ESI (+) MS: m/z 320 (MH+). 1H NMR: 2.68 (t, J=7.80, 2H), 2.84 (t, J=7.80, 2H), 3.86 (s, 3H), 6.21 (bs, 2H), 6.27 (bs, 1H), 6.91 (bs, 1H), 7.41-7.54 (m, 5H), 7.99 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08207180B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-f0438b3588564b36971d635e36888739 |
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| Source note | uspto-grants-2012_06 |
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