HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-4-(4-oxo-4,5-dihydro-thiazolo[4,5-d]pyridazin-2-yl)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-trifluoromethoxy-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-chloro-5H-thiazolo[4,5-d]pyridazin-4-one | HCID 59703779 | — |
| Reactant | (R)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-trifluoromethoxy-benzylamide | HCID 59703788 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (R)-4-(4-oxo-4,5-dihydro-thiazolo[4,5-d]pyridazin-2-yl)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-trifluoromethoxy-benzylamide | HCID 59703772 | 74.5% |
Reaction Steps
To a mixture of the compound (87 mg) obtained in Example 983, Step 2 and the compound (32 mg) obtained in Step 5 in isopropanol (0.9 ml) was added N,N-diisopropylethylamine (30 μl) at room temperature. After stirring overnight at room temperature, and the mixture was stirred with heating under reflux for 5 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by thin layer silica gel chromatography (methanol:chloroform=5:95) to give the title compound (84 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017612B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-1b62d695dc8e4829bef6f5b34547bec1 |
| Source note | uspto-grants-2011_09 |