HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanecarboxylic acid → HCID 90033903, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanecarboxylic acid | HCID 15655 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 90022235 | HCID 90022235 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90033903 | HCID 90033903 | — |
Reaction Steps
To a solution of cyclopropanecarboxylic acid (5 μL, 60 μmol, 1 eq.) in DMF (5 mL), DIPEA (51 μL, 300 μmol, 5 eq.) and TBTU (19 mg, 60 μmol, 1 eq.) were added in sequence. The resulting solution was stirred at r.t. for 30 minutes. Then (±)-2-amino-4-(5-chloro-2-ethoxycarbonylmethoxy-phenyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid benzyl ester (30 mg, 60 μmol, 1 eq.) was added and the resulting mixture was stirred at r.t. for 18 hours. The reaction mixture was concentrated in vacuo. The residue was purified by prep. HPLC (column: Atlantis, 30×75 mm, 10 um, UV/MS, acidic conditions) and concentrated in vacuo to give the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169270B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-57a0d6d849cc49b6b0ffbdf8d9fc13b2 |
| Source note | uspto-grants-2015_10 |