HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 21930449, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Fumaric Acid | HCID 444972 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 21930439 | HCID 21930439 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Acetic acid methanol | HCID 10129899 | — |
| Product | HCID 21930449 | HCID 21930449 | 61% |
Reaction Steps
2-(4-Formyl-3-phenyl-phenoxy)-4-trifluoromethyl-benzonitrile (0.117 g, 0.35 mmol), methylamine (2M in methanol, 0.233 mL, 1.05 mmol) and sodium cyanoborohydride (0.025 g, 0.39 mmol) were stirred at ambient temperature in a 1% acetic acid/methanol solution for 20 h. The solvent was removed in vacuo. The residue was treated with 10% sodium carbonate solution and extracted with ethyl acetate. Fumaric acid (0.032 g, 0.28 mmol) was added to the separated ethyl acetate layer and the solvent removed in vacuo. The residue was triturated with ethyl acetate overnight, filtered and dried to give 2-(4-methylaminomethyl-3-phenyl-phenoxy)-4-trifluoromethyl-benzonitrile fumarate (75 mg, 61%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119122B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-05ac27b456344b52aed9251e1af96333 |
| Source note | uspto-grants-2006_10 |