HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-methyl-N-[(1R)-1-phenylethyl]-2-(1-piperazinyl)-5-thiazole-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,1-Dimethylethyl 4-[5-[[methyl[(1R)-1-phenylethyl]amino]carbonyl]-2-thiazolyl]-1-piperazinecarboxylate | HCID 67461390 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | N-methyl-N-[(1R)-1-phenylethyl]-2-(1-piperazinyl)-5-thiazole-carboxamide | HCID 67461626 | — |
Reaction Steps
1,1-Dimethylethyl 4-[5-[[methyl[(1R)-1-phenylethyl]amino]carbonyl]-2-thiazolyl]-1-piperazinecarboxylate (i.e. the product of Example 4, Step C) (0.75 g, 1.7 mmol) in 10 mL of methanol and 10 mL of dichloromethane was treated with 15 mL of 1 N HCl in ether. The reaction mixture was stirred at ambient temperature overnight, concentrated under reduced pressure, dissolved in water and brine, basified with 1. N aqueous NaOH solution and extracted with dichloromethane. The extract was dried over MgSO4 and concentrated under reduced pressure to give 0.48 g of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586611B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-377b217f188d48b699c9f09725caa80a |
| Source note | uspto-grants-2013_11 |