Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 69215670 | HCID 69215670 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69213871 | HCID 69213871 | 99.4% |
Reaction Steps
A mixture of 1-benzyl-3-({3-methoxy-4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzyl}oxy)-1H-pyrazole-4-carboxylic acid (1.30 g), 1-hydroxybenzotriazole ammonia complex (0.58 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.73 g) and N,N-dimethylformamide (50 mL) was stirred at room temperature for 15 hrs. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 1-benzyl-3-({3-methoxy-4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzyl}oxy)-1H-pyrazole-4-carboxamide as colorless crystals (1.29 g, yield 98%). Recrystallization from acetone-methanol gave colorless prism crystals. melting point: 164-165° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07368578B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-e5abed72c1a64abb9eb08aaebb7de351 |
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| Source note | uspto-grants-2008_05 |
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