HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → HCID 66604547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| 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 86663070 | HCID 86663070 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66604547 | HCID 66604547 | 51.9% |
Reaction Steps
8-Carbamoyl-6-(3-fluoro-4-methoxyphenyl)-9H-carbazole-2-carboxylic acid (16 mg, 0.042 mmol, Example 395), HATU (24.12 mg, 0.063 mmol) and DIPEA (0.022 mL, 0.127 mmol) were dissolved in DMF (1 mL) and stirred for 10 minutes. Pyrrolidine (9.2 mg, 0.13 mmol) was added and the mixture shaken over night. Purification by prep HPLC gave 9.4 mg 3-(3-fluoro-4-methoxyphenyl)-7-(pyrrolidine-1-carbonyl)-9H-carbazole-1-carboxamide. HPLC retention time 4.36 min. (Ascentis 4.6×50 mm 5 um C18, 2 ml/min, 0 to 100% B in 8 minutes, then 100% B for 1 minute. Solvent A: 5% CH3CN—95% H2O—10 mM NH4OAc; Solvent B: 95% CH3CN—5% H2O—10 mM NH4OAc). MS (ESI) m/e+=432 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815840B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-861b61904855400dbe78fa4b3e15d76d |
| Source note | uspto-grants-2014_08 |