HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 59471427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Oxolane--water (1/1) | HCID 21881883 | — |
| Reactant | (+/-)-{8-[(4-Fluoro-benzenesulfonyl)-methyl-amino]6,7,8,9-tetrahydro-pyrido[3,2-b]indolizin-5-yl}-acetic acid methyl ester | HCID 59471440 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 59471427 | HCID 59471427 | 73.8% |
Reaction Steps
To a solution of (±)-{8-[(4-fluoro-benzenesulfonyl)-methyl-amino]6,7,8,9-tetrahydro-pyrido[3,2-b]indolizin-5-yl}-acetic acid methyl ester (28 mg) in 4 mL of 121 THF/water was added 0.2 mL of 1 N aqueous LiOH solution. After stirring for 1 h at room temperature, AcOH (0.2 mL) and 4 mL of brine were added and the mixture was extracted with 2×10 mL of EA, dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography eluted with 50% EtOAc/hexane containing 5% AcOH to give 20 mg of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772312B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-36cb9c5f548b42c983114a71df6bf092 |
| Source note | uspto-grants-2014_07 |