HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 71767637, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22169412 | HCID 22169412 | — |
| Reactant | HCID 131734654 | HCID 131734654 | — |
| Product | HCID 71767637 | HCID 71767637 | — |
Reaction Steps
The mixture of NaH (0.17 g), (3R)-ethyl 5-methoxy-3-methylisochroman-1-carboxylate (0.3 g) and DMF (7 ml) was stirred for 2 hrs in ice-bath temperature. Iodomethane (0.7 ml) was added and the mixture was stirred at ambient temperature for 16 hrs. The intermediate (3R)-ethyl 5-methoxy-1,3-dimethylisochroman-1-carboxylate (0.4 g) was purified with separation method A and the title compound was synthesized using the procedure of synthesis method A step 3 and separation method E (EtOAc/DCM/triethyl amine 10/20/1). (Yield 0.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249127B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-d4256174a43c46599fa3a351948f450d |
| Source note | uspto-grants-2016_02 |