HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926953Generated: October 30, 2026
Sodium Carbonate → 6-{[6-(2-Ethylphenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester
https://huagongshe.com/reaction/1926953
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Ethylphenylboronic Acid (contains varying amounts of Anhydride) | HCID 4100862 | — |
| Reactant | Methyl 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoate | HCID 58016901 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-{[6-(2-Ethylphenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester | HCID 58016850 | — |
Reaction Steps
Add 0.50 ml of 2 M aqueous sodium carbonate solution to a mixture of 224 mg (0.50 mmol) 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester and 18 mg (0.03 mmol) bis(triphenylphosphine)palladium(II) chloride in 11.2 ml DMSO. Next, add 187 mg (1.25 mmol) (2-ethylphenyl)boronic acid and stir the mixture for 15 h at 80° C. Filter the reaction mixture and purify directly by preparative RP-HPLC (gradient: water/acetonitrile). 69 mg (29% of theor.) of the desired product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183246B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-cb57c637a9c04704a9dca8faf2156316 |
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| Source note | uspto-grants-2012_05 |
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