HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86730079, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Benzenesulfonyl chloride, 3,4-dichloro- | HCID 7383 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86730079 | HCID 86730079 | 100% |
Reaction Steps
To a solution of 3,4-dichlorobenzene-1-sulfonyl chloride (490 mg, 2.00 mmol) was added tert-butyl piperidin-4-ylcarbamate (400 mg, 2.00 mmol), followed by triethylamine (0.278 mL, 2.00 mmol). The reaction was stirred at rt overnight. The reaction mixture was diluted with DCM and the organic portion washed with 1N HCl, H2O, and brine, dried over Na2SO4 and decanted. The solvent was evaporated under reduced pressure and the crude residue was purified on a 24 g silica gel cartridge eluting with 0 to 100% EtOAc in hexane, then 0 to 20% MeOH in DCM to provide Intermediate 4A (810 mg, 2.0 mmol, 99% yield). HPLC/MS (Method D) RT=2.12 min, [M+1]+ 309.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993557B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-d278d425e33540f3a4ad0b213f186cc5 |
| Source note | uspto-grants-2015_03 |