HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-imidazole-2-carbaldehyde → HCID 67068505, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | Ethyl 3-amino-1H-pyrrole-2-carboxylate | HCID 2773439 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67068505 | HCID 67068505 | 99% |
Reaction Steps
A reaction mixture with 3-amino-1H-pyrrole-2-carboxylic acid ethyl ester (0.2 g, 1.30 mmol), 2-imidazolecarboxaldehyde (0.15 g, 1.53 mmol), NaCNBH3 (0.082 g, 1.30 mmol) and OHAc (0.15 mL, 2.60 mmol) in methanol (5 mL) was stirred at r.t. for 2 h. The solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate. Washed with water and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated. The crude product was purified by flash column chromatography (CH2Cl2/methanol gradient; 0 to 20% methanol), obtaining 0.30 g (99%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859568B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-3274880faecb411d96e56b5b0484075a |
| Source note | uspto-grants-2014_10 |