HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216936Generated: October 31, 2026
Sodium Carbonate → HCID 59568617, compound
https://huagongshe.com/reaction/216936
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,4-Difluorobenzeneboronic acid | HCID 2734337 | — |
| Reactant | (S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate | HCID 59568595 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59568617 | HCID 59568617 | 104.5% |
Reaction Steps
(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 300 mg) and 3,4-difluorophenylboronic acid (92 mg) in acetonitrile (8 mL) were treated with aqueous sodium carbonate solution (2M, 0.58 mL) and nitrogen was bubbled through the reaction mixture. 1,1 bis(Di-tert-butylphosphino)ferrocene palladium dichloride (8 mg) was added and the mixture was heated at 85° C. for 18 h. The mixture was purified by chromatography on silica eluting with 50-100% ethyl acetate/isohexane as eluent to yield the sub-titled compound (305 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193239B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-ec90f6832db246d6b644e4b11638cd65 |
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| Source note | uspto-grants-2012_06 |
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