HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433222Generated: November 1, 2026
Sodium Carbonate → (4-Tert-butoxycarbonylamino-2'-trifluoromethanesulfonyl-biphenyl-3-yl)-carbamic acid tert-butyl ester
https://huagongshe.com/reaction/1433222
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Chloro-2-((trifluoromethyl)sulfonyl)benzene | HCID 4335397 | — |
| Reactant | [2-Tert-butoxycarbonylamino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamic acid tert-butyl ester | HCID 57934984 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | (4-Tert-butoxycarbonylamino-2'-trifluoromethanesulfonyl-biphenyl-3-yl)-carbamic acid tert-butyl ester | HCID 57934932 | 75% |
Reaction Steps
A mixture of [2-tert-butoxycarbonylamino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamic acid tert-butyl ester (0.213 g, 0.490 mmol), 1-chloro-2-trifluoromethanesulfonyl-benzene (0.100 g, 0.409 mmol), sodium carbonate (0.260 g, 2.45 mmol), and 1,1′-[bis(di-tert-butylphosphino)ferrocene]-palladium dichloride (0.027 g, 0.0409 mmol) in DME (2 mL) and H2O (0.5 mL) was heated at 90° C. for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by chromatography (silica, hexanes: EtOAc, 1:1) to afford the title compound as a yellow solid (0.158 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07612211B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-5e3c4d58f1024536899930f84f76acc4 |
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| Source note | uspto-grants-2009_11 |
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