Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 87998637 | HCID 87998637 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22353160 | HCID 22353160 | 60.4% |
Reaction Steps
In a small autoclave, 1.5 g (2.73 mmoles) of 4-[2-(3,5-Bis-trifluoromethyl-benzyloxy)-1-(4-carboxymethyl-piperazin-1-yl)-ethyl]-benzoic acid methyl ester (compound 318) were dissolved in methanol. The solution was saturated with NH3 and heated at 100° C. for three days. Methanol was then evaporated and the crude product was purified by chromatography (eluent: CH2Cl2/MeOH/NH3: 80/20/0.5 v/v/v) to give 880 mg of {4-[2-(3,5-Bis-trifluoromethyl-benzyloxy)-1-(4-carbamoyl-phenyl)-ethyl]-piperazin-1-yl}-acetic acid (compound 321) as a grey solid. 4-[2-(3,5-Bis-trifluoromethyl-benzyloxy)-1-(4-carbamoylmethyl-piperazin-1-yl)-ethyl]-benzamide (compound 322) was isolated as a side product (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06916797B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-0add83af1ab6499b86a29f6072c2d9c3 |
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| Source note | uspto-grants-2005_07 |
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