HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol, 1,1-diethoxy-, 1-acetate → 7-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-8-propyl-[1,2,4]triazolo[4,3-c]-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol, 1,1-diethoxy-, 1-acetate | HCID 84166 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | {6-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidin-4-yl}-hydrazine | HCID 57503304 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-[2-(3-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-8-propyl-[1,2,4]triazolo[4,3-c]-pyrimidine | HCID 57503258 | — |
Reaction Steps
A suspension of 131 (30 mg, 0.09 mmol) and diethoxymethyl acetate (1 mL) is stirred at room temperature for 10 minutes. NaHCO3 (aq.) (10 mL) and dichloromethane (10 mL) are added. The organic layer is separated and the aqueous layer is extracted with dichloromethane (2×10 mL). The combined organic layers are dried (NaSO4) and solvent removed. The crude product is separated by PTLC (10% methanol in dichloromethane) to yield 187; LC-MS, M+1 338.15; 1H-NMR (CDCl3) δ: 8.87 (s, 1H), 8.83 (s, 1H), 8.42 (s, 1H), 7.54 (t, 1H), 7.23–7.34 (m, 3H), 5.79 (s, 2H), 3.02 (t, 2H), 1.66–1.76 (m, 2H), 0.99 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07271170B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-9c3c24628f194f7a941cba8b4e961e83 |
| Source note | uspto-grants-2007_09 |