Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 22501785 | HCID 22501785 | — |
| Reactant | HCID 178509299 | HCID 178509299 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22502205 | HCID 22502205 | — |
Reaction Steps
4-[3-(3-Methylsulfonylphenyl)-1-spiro[5.5]undec-3-yl-ureidomethyl]benzoic acid (32.2 mg, 64.6 μmol) was dissolved in DMF (1 mL) and added N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride (EDAC) (16.5 mg, 86 μmol) and 5-aminotetrazole.H2O (16,5 mg, 160 μmol). The mixture was stirred at 25° C. for 1 day and concentrated in vacuo. Brine (5 mL) was added to the residue followed by a mixture of ethanol and chloroform (1:2, 10 mL). The phases were separated and the aqueous layer was extracted with a mixture of ethanol and chloroform (1:2, 2×10 mL). The combined organic extracts were dried over MgSO4 and evaporated. The residue was purified by preparative HPLC affording the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06503949B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-5f8b1bbd46b84a1a97098318fe177b99 |
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| Source note | uspto-grants-2003_01 |
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