HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038379Generated: November 4, 2026
Sodium Bicarbonate → HCID 70336257, compound
https://huagongshe.com/reaction/2038379
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (3-Cyano-5-fluorophenyl)boronic acid | HCID 23435605 | — |
| Reactant | Ethyl 5-bromo-4-(3-cyano-4-fluorophenyl)-1,3-thiazole-2-carboxylate | HCID 70801513 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 70336257 | HCID 70336257 | — |
Reaction Steps
At room temperature, 244 mg (1.48 mmol) of the boronic acid from Example 22A are added to 350 mg (0.985 mmol) of the compound from Example 29A and 56.9 mg (0.049 mmol) of tetrakis(triphenylphosphine)palladium in 26 ml of DME. 252 mg (3.01 mmol) of sodium bicarbonate in 11 ml of water are subsequently added, and the mixture is stirred under, reflux for 1 h. The reaction solution is subsequently concentrated under reduced pressure and the residue is taken up in ethyl acetate and washed with a saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulfate, filtered and concentrated. The residue is purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient). 97.6 mg (16% of theory) of the title compound having a purity of 61% are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575357B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-035c8682d15e4442aaf477967dd85609 |
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| Source note | uspto-grants-2013_11 |
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