Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 18415784 | HCID 18415784 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18416020 | HCID 18416020 | — |
Reaction Steps
A mixture of 4-[3-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenoxy]butyric acid (0.24 g) was stirred in dry tetrahydrofuran (5 ml) at ambient temperature and triethylamine (0.20 ml) was added. The mixture was stirred at ambient temperature for 15 minutes then cooled in an ice bath and then methyl chloroformate (0.2 ml) was added. The mixture was stirred at ice bath temperature for 1 hour and then concentrated ammonia solution (SG 0.880, 5 ml) was added dropwise by pipette. The mixture was stirred at 0° C. for 5 minutes and then evaporated to dryness under reduced pressure. The residue was purified by flash column chromatography on silica using dichloromethane/IMS/triethylamine (8:1:1) as the mobile phase. Appropriate fractions were combined and evaporated to give 4-[3-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenoxy]butyramide, m.p. 200-202° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06462036B1 |
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| Source dataset | uspto-grants-2002_10 |
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| ORD ID | ord-75d0a75d02fc4791b1a159b92cb9cf30 |
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| Source note | uspto-grants-2002_10 |
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