HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycolic Acid → HCID 178521481, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 178505857 | HCID 178505857 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178521481 | HCID 178521481 | 71.4% |
Reaction Steps
A solution of glycolic acid (11.5 mg, 0.151 mmol) and HATU (57.3 mg, 0.151 mmol) in N,N-dimethylformamide (1.0 ml) was stirred at room temperature for 5 minutes. trans-8-Chloro-1-[4-(3-fluoro-pyridin-2-yl)-cyclohexyl]-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene (50.0 mg, 0.126 mmol) and N-ethyldiisopropylamine (0.053 ml, 0.30 mmol) were added consecutively. The reaction mixture was stirred for 1 h. Preparative RP-HPLC with water (0.05% formic acid)/methanol as eluent gave the title compound (41 mg, 71%) as white solid. MS m/e: 456 ([M+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492376B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-a3e9b5a679c84697a47d7adb672af115 |
| Source note | uspto-grants-2013_07 |