HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-(Trifluoromethyl)imidazo[1,2-a]pyrazine | HCID 3231306 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | Ammonium Hydroxide | HCID 14923 | 1% |
| Product | 2-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyrazine | HCID 14719928 | — |
Reaction Steps
To a solution of 2-(trifluoromethyl)imidazo[1,2-a]pyrazine (2.0 g, 10.46 mmol, from Step A) in methanol (100 mL) was added 10% palladium on carbon (400 mg). The mixture was stirred under atmospheric hydrogen at ambient temperature for 14 h. The mixture was filtered through Celite and washed with methanol (3×). The filtrate was concentrated and purified by flash chromatography (silica gel, 10% methanol in ethyl acetate, then 15% methanol in chloroform with 1% aqueous ammonium hydroxide) to give 1.33 g of the title compound as a solid. 1H NMR (500 MHz, CDCl3) δ 1.93 (bs, 1H), 3.26 (t, 2H, J=5.5 Hz), 3.99 (t, 2H, J=5.5 Hz), 4.10 (s, 1H), 7.16 (s, 1H). ESI-MS 192 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168637B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c7c6429410494b358783c4eda7779d87 |
| Source note | uspto-grants-2012_05 |