Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diiodomethane | HCID 6346 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 66803632 | HCID 66803632 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 56940823 | HCID 56940823 | 10% |
Reaction Steps
Isoamylnitrite (0.4 mL, 3.2198 mmol), diiodomethane (0.4 mL, 5.36 mmol) and CuI (203.9 mg, 1.07 mmol) were added to a stirred solution of 7-amino-6-fluoro-2-(4-(trifluoromethyl)pyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one (I-79b: 350 mg, 1.07 mmol) in dry THF (10 mL). The resulting mixture was stirred for 1 hour at 70° C. The reaction was monitored by TLC (40% ethyl acetate in hexane). The reaction mixture was concentrated to yield the crude product. Purification by column chromatography on silica gel (30% ethyl acetate in hexane), followed by preparative HPLC afforded 15 mg of the product (10% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08946260B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-710dd530951f46028bf0b4dc159df33f |
|---|
| Source note | uspto-grants-2015_02 |
|---|
