HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926954Generated: November 4, 2026
Sodium Carbonate → 6-{[6-(2-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester
https://huagongshe.com/reaction/1926954
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| 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-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester | HCID 25096666 | — |
Reaction Steps
Add 0.22 ml of a 2 M aqueous sodium carbonate solution to a mixture of 100 mg (0.22 mmol) 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester and 8 mg (0.01 mmol) bis(triphenylphosphine)palladium(II) chloride in 5.0 ml DMSO. Next, add 39 mg (0.28 mmol) (2-fluorophenyl)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-893041709e314cf0bf7f2216fcd31761 |
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| Source note | uspto-grants-2012_05 |
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