HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 50942990, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 5-(3-Chloro-5-fluorophenyl)-4-(3-cyano-4-fluorophenyl)-1,3-thiazole-2-carboxylic acid | HCID 70333374 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 50942990 | HCID 50942990 | — |
Reaction Steps
45.0 mg (0.119 mmol) of the compound from Example 30A having a purity of 84%, 26.3 mg (0.131) of the compound from Example 20A and 93.2 mg (0.179 mmol) of PyBOP are provided in 4.8 ml of tetrahydrofuran, and 67 μl (0.382 mmol) of N,N-diisopropylethylamine are added at room temperature. The reaction solution is stirred at room temperature overnight, diluted with dichloromethane and subsequently washed with a 1N aqueous hydrogen chloride solution. The organic phase is dried over magnesium sulfate, filtered and concentrated under reduced pressure, and the crude product is then purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient). 25.0 mg (56% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575357B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-25efdb714ac74982898362f9566a6515 |
| Source note | uspto-grants-2013_11 |