Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Pyridine-2-carboximidamide hydrochloride | HCID 12403615 | — |
| Reactant | 2-(2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide | HCID 67029159 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178477970 | HCID 178477970 | — |
Reaction Steps
A mixture of 2-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetohydrazide (0.55 mmol, 1.0 eq) in DMF (1-2 ml) and picolinimidamide hydrochloride (1.5 eq) was heated at 120° C. for 3 h. The mixture was cooled to rt, treated with sat. NaHCO3 (5 ml), extracted with CH2Cl2 (10 ml). The organic solution was dried with Na2SO4, evaporated under vacuum. The crude product was purified by HPLC. M/e+ 387 for C21H16ClN6 (M+H)+; 1H-NMR (400 MHz, CD3OD) δ 9.11 (d, J=1.4 Hz, 1H), 8.56 (d, J=3.7 Hz, 1H), 8.36 (d, J=6.2 Hz, 2H), 7.77 (d, J=8.4 Hz, 2H), 7.70 (dt, J=8.4, 2.9 Hz, 2H), 7.36 (m, 2H), 6.99 (m, 2H), 4.64 (s, 2H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08497278B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-7298ab0a1a6f476d8420421f50ffba9f |
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| Source note | uspto-grants-2013_07 |
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