HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Mercaptobenzoic Acid → HCID 86657456, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Mercaptobenzoic Acid | HCID 5443 | — |
| Reactant | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| Reactant | HCID 86657457 | HCID 86657457 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86657456 | HCID 86657456 | — |
Reaction Steps
A solution of Pd2(dba)3 (7.6 mg, 0.038 mmol) and 1,4-bis(diphenylphosphino)butane (3.6 mg, 0.038 mmol) in THF (3 mL) under N2 atmosphere was stirred for 15 min. Then the solution was added to a solution of tert-butyl (4-(allylamino)-6-bromo-2′,4′,5′,6′-tetrahydrospiro[chroman-2,3′-pyran]-4-yl)methoxy(methyl)carbamate produced in previous step in THF (3 mL), followed by thiosalicylic acid (14 mg, 0.91 mmol). The mixture was stirred for 16 h. The solvent was removed under reduced pressure. The residue was purified by preparative HPLC to recover 28 mg of starting material as TFA salt and 10 mg of the desired product as TFA salt. MS ESI +ve m/z 457 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450308B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-d051f115b7e54493a87a66a332cd9b17 |
| Source note | uspto-grants-2013_05 |