HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → [6-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 6-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridinecarboxaldehyde | HCID 86085920 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | [6-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-methanol | HCID 66928639 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), to a ice-cold solution of 6-(2-methyl-[1,3]dioxolan-2-yl)-pyridine-2-carbaldehyde (713 mg, 3.69 mmol) in MeOH (10.0 mL) was added NaBH4 (180 mg, 4.57 mmol in four equal portion). The reaction mixture was then stirred for 1 h at rt. Water was added and the mixture was extracted with EA followed twice with EA-MeOH 9:1. The combined org. extracts were dried over Na2SO4, filtered, and the solvent was removed under reduced pressure to give the title compound as a pale yellow solid. LC-MS-conditions 02: tR=0.46 min; [M+H]+=196.49.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288419B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-f53ad754972c4a35bda15502b55f9c4b |
| Source note | uspto-grants-2012_10 |