Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 136197415 | HCID 136197415 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 135890119 | HCID 135890119 | 79% |
Reaction Steps
The compound (2.2 g, 7.3 mmol) of example 42 was dissolved in 50 ml of 80% acetonitrile aqueous solution, and added with 0.14 g of 5% Pd/C and 5 g of ammonium formate, followed by stirring at room temperature for 20 h under nitrogen atmosphere. The reaction mixture was filtered off Pd/C and distilled off the solvent. The residue was dissolved in CH2Cl2 (50 ml), washed with water (50 ml) and saturated saline (50 ml), dried with anhydrous Na2SO4, and concentrated to dryness to give a white solid crude, which was passed through a silica gel column (eluant: 10% petroleumether-ethyl acetate) to afford the title compound (1.9 g, yield: 79%). 1H NMR (CDCl3) δ: 8.38 (1H, d), 7.33 (1H, dd), 7.04 (1H, d), 4.19 (2H, t), 4.04 (2H, q), 2.66 (2H, q), 2.59 (2H, q), 2.01 (2H, m), 1.28 (3H, t), 1.19 (3H, t), 1.15 (3H, t), 1.06 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08871777B2 |
|---|
| Source dataset | uspto-grants-2014_10 |
|---|
| ORD ID | ord-56d0f5e934b7460f98b507b71491f5bb |
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| Source note | uspto-grants-2014_10 |
|---|