Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cumylamine | HCID 68509 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | [3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid | HCID 42632357 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58012229 | HCID 58012229 | — |
Reaction Steps
70.0 mg (0.238 mmol) of [3-(4-chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acid from Example 88A and 32.2 mg (0.238 mmol) of 2-phenylpropan-2-amine are placed in 2 ml of dimethylformamide and treated with 38.7 mg (0.286 mmol) of HOBt. After 10 mins' stirring, 59.4 mg (0.310 mmol) EDC hydrochloride are added and the mixture is stirred overnight at room temperature. After this, 32.2 mg (0.238 mmol) of 2-phenylpropan-2-amine, 38.7 mg (0.286 mmol) of HOBt and 59.4 mg (0.310 mmol) of EDC hydrochloride are again added to the reaction mixture and stirred for a further for two hours at room temperature. Without further workup, the mixture is purified directly by preparative HPLC [Method 10]. 44 mg (45% of theory) of the target compound are thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084481B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-16333ab8127541a69114837f3e94ce43 |
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| Source note | uspto-grants-2011_12 |
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