HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-chlorobenzoate → (+)-trans-2-(2-Chloro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-chlorobenzoate | HCID 11895 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (-)-trans-1-[2-Hydroxy-3-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4,6-dimethoxyphenyl]-1-ethanone | HCID 59318484 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (+)-trans-2-(2-Chloro-phenyl)-8-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-5,7-dimethoxy-chromen-4-one | HCID 59318486 | — |
Reaction Steps
Compound(5) was converted into (−)-trans-1-[2-Hydroxy-3-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4,6-dimethoxyphenyl]-1-ethanone(compound(10) using the procedures described in examples 6 & 7. Compound(10) (0.75 g, 2.4 mmol), was reacted with methyl 2-chlorobenzoate (1.36 g, 7.9 mmol) in dry DMF (15 mL) in the presence of NaH (50%, 0.582 g, 12.9 mmol), using the procedure described in example 8 to get the title compound(11).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07271193B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-63bfd876acc647109093ef9efea21c43 |
| Source note | uspto-grants-2007_09 |