HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 53238432, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-(1-phenylcyclopropyl)acetic acid | HCID 13640314 | — |
| Reactant | 2-amino-4-(trifluoromethyl)phthalazin-1(2H)-one | HCID 67161111 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53238432 | HCID 53238432 | 38.4% |
Reaction Steps
A solution of 2-(1-phenylcyclopropyl)acetic acid (0.063 g, 0.36 mmol) and oxalyl dichloride (0.042 mL, 0.48 mmol) in dichloromethane (1 mL) with a catalytic amount of DMF was stirred for 90 minutes, and concentrated. The material was re-dissolved in dichloromethane (1 mL) and the product from Example 11B (0.080 g, 0.35 mmol) was added, stirred for 2 hours, and concentrated. The residue was chromatographed on SiO2 (0-2% diethyl ether/dichloromethane) to give the title compound (52 mg) as a white solid: 1H NMR (300 MHz, DMSO-d6) δ ppm 11.56 (s, 1H), 8.41-8.45 (m, 1H), 8.10-8.16 (m, 1H), 7.97-8.07 (m, 2H), 7.32-7.40 (m, 2H), 7.23-7.29 (m, 2H), 7.13-7.20 (m, 1H), 2.74 (s, 2H), 1.04-1.10 (m, 2H), 0.84-0.89 (m, 2H); MS (ESI−) M/Z 386 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629143B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-f72df337a8624bfaa160e90866a74088 |
| Source note | uspto-grants-2014_01 |