Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl 3-(1H-pyrazol-1-ylmethoxy)benzoate | HCID 59402928 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59403018 | HCID 59403018 | 19% |
Reaction Steps
3-(Pyrazol-1-ylmethoxy)-benzoic acid methyl ester (250 mg, 1.1 eq.) was taken in a pressure vessel along with 5 ml of aq. ammonia, heated at 110° C. for 12 hr. reaction mass was then poured in water (25 ml), extracted with dichloromethane (25 ml×4). Organic layer was dried over sodium sulphate and concentrated to obtain crude solid. Product was purified by column chromatography using 80% EtOAc-DCM as an eluent over 230-400 mesh silica gel. Pure product was obtained as solid powder (50 mg, 19%). 1H NMR (DMSO-d6, 400 MHz with D2O): δ 6.12 (s, 2H), 6.33 (m, 1H), 7.25 (m, 1H), 7.37 (m, 1H), 7.41 (m, 1H), 7.51 (m, 1H), 7.56 (m, 2H), 7.95 (br s, 1H), 7.99 (m, 1H). MS ES+ (218.0, 235.0-Ammonium adduct), HPLC (method 7) Rt=9.08 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088791B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-be7924121ae946c89b2202230be68bd3 |
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| Source note | uspto-grants-2012_01 |
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