HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → HCID 51035659, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67042898 | HCID 67042898 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 51035659 | HCID 51035659 | 53% |
Reaction Steps
To a solution of 2-amino-5-benzo[1,3]dioxol-5-ylmethyl-[1,2,4]triazolo[1,5-c]quinazoline-8-carboxylic acid (0.05 g, 0.14 mmol) prepared as described in Example 19, and N,N-diisopropylethylamine (0.14 mL, 0.81 mmol) in anhydrous dichloromethane (5 mL), TBTU (0.05 g, 0.17 mmol) was added. The reaction was stirred at room temperature for 30 minutes, then 2-aminoethanol (0.02 mL, 0.28 mmol) was added. After stirring for 1 h, the solution washed with NaHCO3 satured solution, then with water and brine. The organic phase was dried over Na2SO4 and evaporated to give a crude that was purified by flash column chromatography on silica gel eluting with DCM/MeOH/NH4OH 8/2/1, to provide the title compound (0.03 g, 53% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580783B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-69e04e1afde943c781bccc4e4be4903b |
| Source note | uspto-grants-2013_11 |