HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → HCID 53239545, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 2-amino-4-(4-chlorophenyl)phthalazin-1(2H)-one | HCID 67161367 | — |
| Reactant | 2-Diazo-1-(1-(trifluoromethyl)cyclopentyl)ethanone | HCID 86653744 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 53239545 | HCID 53239545 | — |
Reaction Steps
A solution of the above crude 2-diazo-1-(1-(trifluoromethyl)cyclopentyl)ethanone and the product from Example 86A in 1,2-dichloroethane and 1-methyl-2-pyrrolidinone was microwaved at 200° C. for 15 minutes, diluted with EtOAc, washed with saturated aqueous NaHCO3 and brine, dried (Na2SO4), and filtered. The residue was chromatographed on SiO2 (1-2% acetone/dichloromethane) to give the title compound as a white solid: 1H NMR (300 MHz, CDCl3) δ ppm 8.50-8.58 (m, 1H), 8.47-8.50 (bs, 1H), 7.78-7.86 (m, 2H), 7.67-7.75 (m, 1H), 7.52-7.57 (m, 2H), 7.48-7.52 (m, 2H), 2.67 (s, 2H), 2.07-2.18 (m, 2H), 1.94-2.04 (m, 2H), 1.67-1.84 (m, 4H); MS (ESI−) M/Z 448 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629143B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-22b2f042276c4829a6be200f933262fc |
| Source note | uspto-grants-2014_01 |