HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86639690, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 59225671 | HCID 59225671 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86639690 | HCID 86639690 | 66% |
Reaction Steps
A 20 mL vial was charged with 2-(5-(benzyloxy)-6-(4-methylthiazol-2-ylamino)pyridin-3-yl)acetaldehyde (50 mg, 0.15 mmol), NaBH (11 mg, 0.29 mmol), and EtOH (2 mL). The reaction was stirred at room temperature for 10 minutes and aqueous NH4Cl was added. The mixture was extracted with EtOAc. The organic layer was dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel (1:1 EtOAc:Hexanes) to afford the title compound (37 mg, 66% yield) as a white solid after HCl salt formation. 1H NMR (DMSO-d6) δ 11.03 (bs, 1H), 7.85 (d, 1H), 7.59 (t, 3H), 7.45-7.33 (m, 3H), 6.83 (s, 1H), 5.31 (s, 2H), 3.61 (t, 2H), 2.72 (t, 2H), 2.32 (s, 3H). Mass spectrum (apci) m/z=342.1 (M+H-HCl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933077B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-4e6432e13d374a5198d7a05f2bb428db |
| Source note | uspto-grants-2015_01 |