HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 3-[6-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 3-[6-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester | HCID 67151939 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[6-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid | HCID 52939739 | 103.1% |
Reaction Steps
To 3-[6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester (24 mg, 0.051 mmol, 1 eq.) was added tetrahydrofuran (1 mL), water (1 mL) and lithium hydroxide (LiOH—H2O (4.5 mg, 0.1 mmol, 2.2 eq.). The reaction was stirred and at room temperature for 2 and then DOWEX resin (50WX4-400, acid washed, 2 g) was added. The mixture was stirred at room temperature, filtered, dried, and then lyophilized from acetonitrile/water to yield 3-[6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid as an off-white solid (23 mg, 98%). LC-MS (ES) calculated for C25H21F2NO4, 437.12; found m/z 438 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947728B1 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-c8840219c0794e679f640974af2b585c |
| Source note | uspto-grants-2011_05 |