HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1-{[5-Bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-yl]carbonyl}imidazolidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | 5-Bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-carboxylic acid | HCID 70801643 | — |
| Product | 1-{[5-Bromo-4-(3-chloro-4-fluorophenyl)-1,3-thiazole-2-yl]carbonyl}imidazolidin-4-one | HCID 70801514 | — |
Reaction Steps
190 mg of the compound from Example 6A having a purity of 86% (0.49 mmol), 107 mg (0.54 mmol) of the compound from Example 20A and 380 mg (0.73 mmol) of PyBOP are provided in 2 ml of tetrahydrofuran, and 0.27 ml (1.56 mmol) of N,N-diisopropylethylamine are added at room temperature. The reaction mixture is stirred at room temperature overnight and then purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with the addition of 0.1% formic acid). 109 mg (55% 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-9678981906b142198831476081167de5 |
| Source note | uspto-grants-2013_11 |