HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 11463807, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68581194 | HCID 68581194 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11463807 | HCID 11463807 | — |
Reaction Steps
Methyl 2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-thiazole-5-carboxylate (Example 320, 250 mg, 0.60 mmol) was dissolved in THF (3 ml). 2 N lithium hydroxide solution in water (3 ml, 6.00 mmol) was added and the mixture was refluxed for 1 hr. The mixture was cooled to room temperature and acidified with 10% HCl solution. The mixture was extracted with EtOAc and organic layer was washed with water twice, dried over sodium sulfate and concentrated to give the desired product. The crude material was dissolved in DMF and purified by semi-preparative reverse phase HPLC eluting with acetonitrile/water (0.1% TFA). The desired fraction were collected and concentrated affording the title compound (28 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-67e1dab7d04541cebf26e49c73849f39 |
| Source note | uspto-grants-2010_05 |