HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 67453740, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | HCID 86684827 | HCID 86684827 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67453740 | HCID 67453740 | 92% |
Reaction Steps
To a solution of 2-(6-(difluoromethoxy)pyridin-2-yl)propan-2-ylcarbamate (12.4 g, 48 mmol) in acetonitrile (50 mL) was added TMSI (10 mL). The reaction was stirred 30 min and then poured into methanol (100 mL) and water (5 mL). The mixture was concentrated, dissolved in ethyl acetate (200 mL), and then washed with 1N NaOH (2×30 mL). The organic layer was separated, dried over Na2SO4, concentrated, and chromatographed with silica gel (50% EtOAc/hex, then 5-20% MeOH/CH2Cl2) to afford 2-(6-(difluoromethoxy)pyridin-2-yl)propan-2-amine (8.8 g, 92%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018223B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b97a5103cda046d08666d17bfa99183c |
| Source note | uspto-grants-2015_04 |