Hydrochloric Acid → HCID 86704212, compound

Participants

Reaction Steps

To N-(4,5-dimethoxypyrimidin-2-yl)-2-(4-nitro-1H-pyrazol-1-yl)acetamide (318 mg, 1.03 mmol) in THF (2.0 mL), BH3 THF-complex solution (1 M in THF, 4.13 mL, 4.13 mmol) was added. After stirring at rt for 1.5 h, the reaction mixture was quenched with 1 N aq. HCl-solution (4 mL, 4 mmol) followed by concentrated HCl-solution (32%, 0.5 mL). After stirring for 10 min at rt, the reaction mixture was diluted with EtOAc, washed with sat. Na2CO3-solution. The aq. layer was reextracted with EtOAc and the comb. org. layers were evaporated, dissolved in DCM and washed with brine. The org. layer was dried (MgSO4), filtered and the solvent was removed by reduced pressure. Purification was performed by FC (EtOAc/hex 1:1 to 100% EtOAc) to yield 4,5-dimethoxy-N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)pyrimidin-2-amine as a yellow solid. LC-MS conditions B: tR=0.43 min, [M+H]+=295.14.

Provenance & Evidence