HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 49788628, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1) | HCID 113175 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Product | HCID 49788628 | HCID 49788628 | 43% |
Reaction Steps
A solution of acid 7 (0.3 g, 1 mmol), HOBT-NH3 (0.3 g, 2 mmol), TBTU (0.64 g, 2 mmol), DIEA (1 mL, 6 mmol) in DMF (4 mL) was stirred at rt for 6 h. The reaction mixture was poured into water and the aqueous phase was extracted (×3) with EtOAc. The organic phase was washed with 1N NaOH, then with water, brine, dried (Na2SO4) and concentrated. The crude material was purified by silica gel chromatography (DCM/MeOH 12:1) to yield 2-cyclohexyl-5-pyridin-4-yl-1H-pyrrole-3-carboxylic acid amide (0.12 g, 43%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263604B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-d76b3e3d49b541dabb4ed35d045f2eae |
| Source note | uspto-grants-2012_09 |