HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 67196448, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Acetonitrile dimethylsulfoxide | HCID 22251437 | — |
| Reactant | HCID 67194868 | HCID 67194868 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67196448 | HCID 67196448 | 83% |
Reaction Steps
A solution of methyl 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoate (for a preparation see Intermediate 108) (20 mg, 0.046 mmol) in ethanol (0.5 mL) was treated with NaOH (1M in water, 0.182 mL, 0.182 mmol) and the resulting mixture was stirred at room temperature for 30 min. It was then made up to 0.9 mL by addition of 1:1 solvent mixture of DMSO/CH3CN and purified by MDAP to give 4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-3-methylbenzoic acid (16 mg, 0.038 mmol, 83%) as a white solid. LCMS (method A): Retention time 0.91 min, [M+H]+=425.18
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697725B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-69593c1783d145e885f4318803765295 |
| Source note | uspto-grants-2014_04 |