HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylamine → N-cyclopropyl-1H-pyrrole-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Pyrrole-3-carboxylic acid | HCID 101030 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-cyclopropyl-1H-pyrrole-3-carboxamide | HCID 57937310 | — |
Reaction Steps
Following the same procedure in Example 31, step B, using DIPEA (0.87 mL, 0.65 g, 5.0 mmol), 1H-pyrrole-3-carboxylic acid (0.25 g, 2.3 mmol), cyclopropylamine (0.14 g, 2.5 mmol) and HATU (1.0 g, 2.7 mmol) in DMF (10 mL). The crude product was purified by MPLC using EtOAc on silica gel to 52 mg (15%) of the title product. 1H NMR (400 MHz, METHANOL-D4) δ 0.42-0.63 (m, 2 H), 0.66-0.83 (m, 2 H), 2.60-2.80 (m, 1 H), 6.49 (dd, J=2.93, 1.56 Hz, 1 H), 6.69 (dd, J=2.73, 1.95 Hz, 1 H), 7.30 (t, J=1.76 Hz, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07615642B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-8bdfc22779cb424fa063e5eb81281bad |
| Source note | uspto-grants-2009_11 |