HuagongsheHuagongshe Chemistry Print Report · For research reference only
Heptane → HCID 59520509, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Heptane | HCID 8900 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloropropionyl chloride | HCID 69364 | — |
| Reactant | 2-amino-N-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide | HCID 3656430 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59520509 | HCID 59520509 | 44% |
Reaction Steps
2-Amino-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (2.82 g, 13.41 mmol) was completely dissolved in THF (90 mL). Potassium carbonate (2.22 g, 16.09 mmol) was then added and the reaction stirred for 5 min. 3-chloropropanoyl chloride (2.04 g, 1.536 mL, 16.09 mmol) was added and the reaction mixture stirred at RT for 30 min. THF was removed in vacuo. Water was added and the reaction mixture extracted into EtOAc (×3). The combined EtOAc layers were washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo. Purification by flash column chromatography-silica gel and elution with 0-60% EtOAc:heptane gave the desired product (1.76 g, 5.87 mmol, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820707B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-36a7562f09bd426d96dfbe29ddeca943 |
| Source note | uspto-grants-2010_10 |