HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4'-tert-Butoxycarbonylamino-2'-methyl-biphenyl-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Carboxyphenylboronic acid | HCID 2733957 | — |
| Reactant | N-BOC-4-bromo-3-methylaniline | HCID 59822380 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4'-tert-Butoxycarbonylamino-2'-methyl-biphenyl-3-carboxylic acid | HCID 59822363 | 89.7% |
Reaction Steps
A mixture of (4-bromo-3-methyl-phenyl)-carbamic acid tert-butyl ester (765 mg), 3-carboxyphenyl boronic acid (446 mg), cesium carbonate (875 mg) and tetrakis(triphenylphosphine)palladium0 (catalytic quantity), in 1:2 aqueous DME (30 ml) was heated to reflux for 18 h. The mixture was then allowed to cool and was then partitioned between 1M HCl and dichloromethane. The dried extracts were then evaporated giving the title compound as a pale brown foam (785 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008303B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-57bcc5bc08944f70bf4583b13aa6c929 |
| Source note | uspto-grants-2011_08 |