HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86714633, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile | HCID 67170587 | — |
| Reactant | HCID 86714632 | HCID 86714632 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86714633 | HCID 86714633 | 45.3% |
Reaction Steps
The title compound was prepared using the procedure described in Example 3(h) starting from (R)-1-(2-hydroxypropyl)-2-methyl-1H-imidazole-4-carboxylic acid (1.059 mmol, 195 mg) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (0.882 mmol, 246 mg) and using dry DMF (2 ml) as the solvent. After the reaction was finished, DCM was added and the reaction mixture was concentrated. The crude product was purified by flash chromatography and preparative HPLC, respectively. 177.8 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.00-1.10 (m, 6H), 2.34 (s, 3H), 3.69-3.90 (m, 3H), 4.22-4.48 (m, 3H), 4.91 (d, 1H), 7.02 (d, 1H), 7.47 (s, 1H), 7.86 (d, 1H), 7.91-7.96 (m, 1H), 8.00 (s, 1H), 8.06 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921378B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a9f605a89a414679a17d2aff0c65493a |
| Source note | uspto-grants-2014_12 |