HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68510636, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (4-Methylpiperazin-1-yl)acetic acid | HCID 2762732 | — |
| 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 86604969 | HCID 86604969 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68510636 | HCID 68510636 | 51% |
Reaction Steps
To a solution of 3 eq of (4-methylpiperazin-1-yl)acetic acid in DCM (0.2 M), 4 eq of DIPEA and 2 eq of HATU were added and the mixture stirred at RT for 1 h. Then a solution of 1 eq of 11-carboxy-14-cyclohexyl-3-fluoro-5,6,7,8-tetrahydroindolo[2,1-a][2,5]benzodiazocin-6-ium trifluoroacetate in DMF (0.06 M) and 1 eq of DIPEA was added and the mixture stirred at RT overnight. Volatiles were removed in vacuo. The crude was then purified by automated RP-MS-HPLC (stationary phase: column Waters SYMMETRY prep. C18, 7 μm, 19×300 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA). Fractions containing the pure compound were combined and freeze dried to afford the title compound as a white powder (51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795247B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-3dceba25206545a3996eafb3f2fcf81d |
| Source note | uspto-grants-2010_09 |