HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 11848594, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(piperidin-4-yl)-1H,2H,3H-imidazo[4,5-b]pyridin-2-one dihydrochloride | HCID 22293181 | — |
| Reactant | HCID 67343425 | HCID 67343425 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11848594 | HCID 11848594 | 50.7% |
Reaction Steps
Triethylamine (410 μL, 2.94 mmol) was added to a solution of [5-bromo-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydropyridin-3-yl]acetic acid (231 mg, 0.736 mmol), 2-oxo-1-(4-piperidinyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridine dihydrochloride (236 mg, 0.809 mmol), EDC (212 mg, 1.10 mmol), and HOAt (100 mg, 0.736 mmol) in DMF (13 mL). After 24 h, saturated aqueous sodium bicarbonate was added and the mixture was extracted with ethyl acetate (3×). The organic layers were dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography [100% dichloromethane→90% dichloromethane/methanol] gave the title compound (0.192 g). MS 516.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994325B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-7a8e509b118946b198f95caff6d59d74 |
| Source note | uspto-grants-2011_08 |