HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (3-diethylamino-2-hydroxy-propyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-Amino-3-(diethylamino)propan-2-ol | HCID 97749 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic Acid | HCID 21915619 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (3-diethylamino-2-hydroxy-propyl)-amide | HCID 20604785 | 25.7% |
Reaction Steps
A mixture of 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (1.0 gm, 4.36 mmol), 1-amino-3-diethylamino-2-propanol (950 mg, 6.54 mmol), DDC (900 mg, 4.36 mmol) and HOBt. (884 mg, 6.54 mmol) in chloroform (60 mL) was stirred at rt for 12 hrs. The reaction was poured into sat. Sodium bicarbonate (60 mL) and to it was added 1N NaOH (8 mL). It was then extracted with EtOAc (3×100 mL), washed with water and brine, dried and concentrated to give 400 mg of 5-Formyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid (3-diethylamino-2-hydroxy-propyl)-amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07179910B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-ba2e2fb95d7141c796e51afcb4c16dbe |
| Source note | uspto-grants-2007_02 |