HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-methyl 2-(6-((2',6'-dimethyl-4'-((1-(methylsulfonyl)piperidin-4-yl)oxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (S)-methyl 2-(6-((2',6'-dimethyl-4'-(piperidin-4-yloxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate | HCID 89701746 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-methyl 2-(6-((2',6'-dimethyl-4'-((1-(methylsulfonyl)piperidin-4-yl)oxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate | HCID 89701796 | 138% |
Reaction Steps
(5)-Methyl 2-(6-((2′,6′-dimethyl-4′-(piperidin-4-yloxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 4a (26 mg, 0.05 mmol) was dissolved in 5 mL of dichloromethane, followed by addition of methanesulfonyl chloride (6 mg, 0.05 mmol) and triethylamine (15 mg, 0.15 mmol). The reaction solution was reacted for 1 hour. The resulting solution was mixed with 10 mL of water, and concentrated under reduced pressure to obtain the crude title compound (S)-methyl 2-(6-((2′,6′-dimethyl-4′-((1-(methylsulfonyl)piperidin-4-yl)oxy)biphenyl-3-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetate 5a (40 mg) as a white solid, which was directly used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139548B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ccf6e9baa4954b18928658e282209760 |
| Source note | uspto-grants-2015_09 |