HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → 3-(2-Bromo-6-tert-butyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride | HCID 2734059 | — |
| Reactant | 3-Ethynyl-5-fluoro-4-methansulfonylaminobenzylamine hydrochloride | HCID 86625519 | — |
| Reactant | 3-(2-Bromo-6-tert-butyl-pyridin-3-yl)-acrylic acid | HCID 86625523 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2-Bromo-6-tert-butyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide | HCID 74332391 | 55.9% |
Reaction Steps
N-(4-Aminomethyl-2-ethynyl-6-fluoro-phenyl)-methanesulfonamide HCl salt (41.2 mg, 0.148 mmol) was reacted with 3-(2-bromo-6-tert-butyl-pyridin-3-yl)-acrylic acid (1.0 eq, 42 mg), DMTMM (1.0 eq, 41 mg) and NMP (1.2 eq, 20 μl) in THF to give the title compound (42 mg, 55.8%) after purification by column chromatography (Hex/EtOAc=3/2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858621B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-7555bd7d430e4e068f2850dddc862fe0 |
| Source note | uspto-grants-2010_12 |