HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropylamine → 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid isopropylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid | HCID 67498276 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid isopropylamide | HCID 57335700 | 88% |
Reaction Steps
To a solution of 6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (85 mg, 0.26 mmol) and TBTU (92 mg, 0.28 mmol) in DMF (3.0 mL) was added DIPEA (221 μL, 1.29 mmol). Then isopropylamine (25 μL, 0.28 mmol) was added and the mixture was stirred at room temperature under Ar for 30 min. The mixture was then evaporated and purification by chromatography (silica, 50 to 100% ethyl acetate in heptane) afforded the title compound (84 mg, 88%) as a light yellow solid. MS: m/e=371.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742097B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-50ea9ae5e72c4ab19083bb44d8b385af |
| Source note | uspto-grants-2014_06 |