HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromobutyryl chloride → HCID 86695513, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromobutyryl chloride | HCID 70225 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86695514 | HCID 86695514 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86695513 | HCID 86695513 | 59.4% |
Reaction Steps
4-Bromobutanoyl chloride (29.64, 0.255 mmol) is added dropwise to a stirred solution of 2,2-difluoro-N-{(1S,2R)-1-(fluoromethyl)-2-hydroxy -2-[4-(6-{[(methylsulfonyl)amino]methyl}pyridin-3-yl)phenyl]ethyl}acetamide (100.0 mg, 0.232 mmol), N,N-diisopropylethylamine (48.44, 0.278 mmol), and 4-dimethylaminopyridine (11.3 mg, 0.093 mmol) in N,N-dimethylformamide (1.00 mL) at rt. The reaction mixture is stirred for 1 hour before being concentrated. The residue was purified by CombiFlash (4 g column) eluting with 0-100% ethyl acetate to yield the title compound (80.0 mg, 59%) as a yellow foam. MS (ESI+) m/z 581.7 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340564B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-a9141003674d4b88a2027886de935a8c |
| Source note | uspto-grants-2016_05 |