HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → 2-(6-tert-Butyl-pyridin-3-yloxy)-N-(3-ethynyl-5-fluoro-4-methane sulfonylamino-benzyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | (6-Tert-butyl-pyridin-3-yloxy)-acetic acid | HCID 68786941 | — |
| Reactant | 3-Ethynyl-5-fluoro-4-methansulfonylaminobenzylamine hydrochloride | HCID 86625519 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(6-tert-Butyl-pyridin-3-yloxy)-N-(3-ethynyl-5-fluoro-4-methane sulfonylamino-benzyl)-acetamide | HCID 59598135 | 33.3% |
Reaction Steps
N-(4-Aminomethyl-2-ethynyl-6-fluoro-phenyl)-methanesulfonamide HCl salt (120 mg, 0.43 mmol) was reacted with (6-tert-butyl-pyridin-3-yloxy)-acetic acid (90 mg) DMTMM (1.1 eq, 131 mg) and NMP (1.2 eq, 60 μl) in THF to give the title compound (62 mg, 33.3%) after purification by column chromatography (Hex EtOAc=2/3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858621B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-ab28b9c05fee4e9f89b427702d25114b |
| Source note | uspto-grants-2010_12 |