HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → HCID 90414667, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 90415200 | HCID 90415200 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90414667 | HCID 90414667 | 71.8% |
Reaction Steps
To a solution of methyl 1-((6-(3-chlorophenyl)-5-methoxypyrazin-2-yl)methyl)-1H-1,2,4-triazole-3-carboxylate (Example 127, 77.00 mg, 0.21 mmol), in THF (1 mL) was added lithium borohydride (4.66 mg, 0.21 mmol). The mixture was stirred at room temperature for 3 hr. The mixture was diluted with water and extracted into DCM. The combined extracts were dried (Na2SO4) and concentrated under reduced pressure. Purification (FCC, SiO2, 0-5% DCM/MeOH) afforded the title compound (50 mg; 70%). 1H NMR (400 MHz, CD3OD) δ 8.61 (s, 1H), 8.21 (s, 1H), 8.02 (td, J=1.1, 2.1 Hz, 1H), 8.00-7.92 (m, 1H), 7.45-7.38 (m, 2H), 5.53 (s, 2H), 4.59 (s, 2H), 4.06 (s, 3H). [M+H]=332.15.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040692B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-53454e5666ab4ce08a0f3e9c779ccef8 |
| Source note | uspto-grants-2015_05 |