HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (4-Amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-5-yl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-amino-6-(4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1-methyl-1H-imidazol-2-yl}piperidin-1-yl)pyrimidine-5-carbaldehyde | HCID 89442718 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (4-Amino-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-5-yl)-methanol | HCID 89445412 | 65% |
Reaction Steps
The reaction mixture of 4-amino-6-(4-{4-[4-fluoro-3-(trifluoromethyl)phenyl]-1-methyl-1H-imidazol-2-yl}piperidin-1-yl)pyrimidine-5-carbaldehyde (23.00 mg; 0.05 mmol; 1.0 eq.) and sodium borohydride (7.8 mg; 0.21 mmol; 4.0 eq.) in EtOH (2.00 ml) was stirred at room temperature over weekend. The reaction mixture was workup and purified by reverse phase chromatography (Yamazen, acetonitrile/0.1% NH4OH in water). The pure fractions were lyophilized to afford the title compound in 65% yield. LC-MS: (M+1=451, obsd.=451).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145392B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d585f9fe3ccd4821b5186c7a5e1a756d |
| Source note | uspto-grants-2015_09 |