HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 11260730, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Borohydride | HCID 28123 | — |
| Reactant | HCID 2756344 | HCID 2756344 | — |
| Reactant | HCID 9840574 | HCID 9840574 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11260730 | HCID 11260730 | 27.9% |
Reaction Steps
The above 2-amino-1-benzo[b]thiophen-2-yl-ethanol (57.9 mg, 0.300 mmol), 3-amino-6-(4-oxo-piperidin-1-yl)-4-propyl-thieno[2,3-b]pyridine-2-carboxylic acid amide (50.0 mg, 0.15 mmol), MP-borohydride (100 mg) and acetic acid (0.075 mL, 1.31 mmol) were mixed in a 2-dram vial in THF (4 mL) and shaken at room temperature for 21 h overnight. The reaction was filtered, and the borohydride resin was rinsed with MeOH, and then filtered again. The combined filtrates were concentrated in on a rotary evaporator to afford crude product. The residue was dissolved into a minimal amount of MeOH, applied to a 1 mm prep plate (Merck) and eluted with 5% MeOH/CH2Cl2, 1% NH3 to give 21.3 mg, 27.9% of the title compound. ES+ 510.1 m/z (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119102B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-99f901bd81974d53a38ca6aaa158071d |
| Source note | uspto-grants-2006_10 |