HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-[3-(1-Quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoic acid | HCID 59216330 | — |
| Reactant | (1R)-1-(4-methyl-1,3-thiazol-2-yl)ethanamine bis(trifluoroacetate) | HCID 86618368 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide | HCID 59216319 | — |
Reaction Steps
A mixture of 4-[3-(1-quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoic acid (10 mg, 0.02 mmol), (1R)-1-(4-methyl-1,3-thiazol-2-yl)ethanamine bis(trifluoroacetate) (14 mg, 0.037 mmol), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (14 mg, 0.032m mol), and N,N-diisopropylethylamine (21 μL, 0.12 mmol) in methylene chloride (0.5 mL) was stirred at RT for 2 h. The solvent was evaporated. The residue was dissolved in methanol, and purified by RP-HPLC (pH=10) to afford the desired product. Analytical LCMS: (M+H)+=533.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915408B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-b141d2b809d9441193e7ce87f5933614 |
| Source note | uspto-grants-2011_03 |