Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-6-(trifluoromethyl)quinazoline | HCID 21075095 | — |
| Reactant | HCID 68767007 | HCID 68767007 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68764925 | HCID 68764925 | — |
Reaction Steps
A sample of the bis-HBr salt of (S)-3-amino-1-((1S,2R,4R)-2-ethyl-4-(isopropyl(methyl)amino)cyclohexyl)pyrrolidin-2-one (147 mg) was dissolved in EtOH (5 mL) and the resulting solution was charged with triethylamine (0.55 mL) and 4-chloro-6-trifluoromethylquinazoline (183 mg) before being heated at 80° C. for 14 h. The reaction was cooled and concentrated under reduced pressure, and the residue was partitioned between diethyl ether and water. The organic phase was extracted twice with water. The combined aqueous extracts were lyophilized and the resultant powder was purified by RP-HPLC to afford (S)-1-((1S,2R,4R)-2-ethyl-4-(isopropyl(methyl)amino)-cyclohexyl)-3-(6-(trifluoromethyl)quinazolin-4-ylamino)pyrrolidin-2-one. MS found: (M+H)+=478.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07163937B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-0c76d5008d8b4b91952efc7ec3300316 |
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| Source note | uspto-grants-2007_01 |
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