HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propanesulfonyl chloride → tert-Butyl 7-{[(propylsulfonyl)amino]methyl}-1-[1-(pyridin-2-yl)cyclobutyl]-3,4-dihydroisoquinoline-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propanesulfonyl chloride | HCID 66279 | — |
| Reactant | tert-Butyl 7-(aminomethyl)-1-[1-(pyridin-2-yl)cyclobutyl]-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 58246415 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 7-{[(propylsulfonyl)amino]methyl}-1-[1-(pyridin-2-yl)cyclobutyl]-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 86653008 | — |
Reaction Steps
tert-Butyl 7-(aminomethyl)-1-[1-(pyridin-2-yl)cyclobutyl]-3,4-dihydroisoquinoline-2(1H)-carboxylate (33 mg, 0.084 mmol) was dissolved in dichloromethane. 4-Dimethylaminopyridine (30.7 mg, 0.252 mmol) was added. After stirring for 5 min propane-1-sulfonyl chloride (12 mg, 0.084 mmol) was added and stirring was continued over night. The reaction mixture was diluted with dichloromethane (30 ml) and washed with aqueous ammonium chloride solution. The organic layer was washed with water, dried (MgSO4) and concentrated in vacuo. The crude product was used for the next step without further purification. Yield: 37 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957089B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-fd978330843445dbb0b0c1c21a1c5fdc |
| Source note | uspto-grants-2015_02 |