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 | Tert-butyl (piperidin-4-ylmethyl)carbamate | HCID 723429 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86730079 | HCID 86730079 | 99% |
Reaction Steps
To a solution of 3,4-dichlorobenzene-1-sulfonyl chloride (470 mg, 1.91 mmol) was added tert-butyl piperidin-4-ylmethylcarbamate (410 mg, 1.91 mmol) followed by triethylamine (0.267 mL, 1.91 mmol). The reaction mixture 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 by flash chromatography on a 24 g silica gel cartridge using 0 to 100% ethyl acetate in hexane over 15 minutes, then 0 to 20% MeOH in DCM over 15 min. to provide Intermediate 3A (800 mg, 1.890 mmol, 99% yield). HPLC/MS (Method M) RT=1.58 min, [M+1]+ 324.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993557B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-82a3f7b0b7e64f32ad1d9a89776ddef9 |
| Source note | uspto-grants-2015_03 |