HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethyl bromoacetate → 2-((1-methyl-1H-indazol-6-yl)oxy)acetic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethyl bromoacetate | HCID 7748 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 1-methyl-1H-indazol-6-ol | HCID 135503223 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-((1-methyl-1H-indazol-6-yl)oxy)acetic acid | HCID 84673965 | 72% |
Reaktionsschritte
To a solution of NaH (146 mg, 6.06 mmol) in DMF (3 mL) was added 1-methyl-1H-indazol-6-ol (300 mg, 2.02 mmol) at 25° C. After stirring for 5 minutes, ethyl 2-bromoacetate (406 mg, 2.43 mmol) was added and stirred for 16 h at 25° C. The mixture was then diluted with water (50 mL) and washed with ethyl acetate (2×20 mL). The water layer was then acidified by adding with 2N HCL until pH3 and then extracted with ethylacetate (2×20 ml). The combined organic layers were washed with brine (30 mL), dried over Na2SO4 and concentrated to give the crude product (300 mg, 63.4%) as colorless oil. It was used in next step without further purification. LCMS (m/z): 207.1 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08940726B2 |
| Quelldatensatz | uspto-grants-2015_01 |
| ORD ID | ord-6e45124253ff4138a913fa58541dea96 |
| Quellennotiz | uspto-grants-2015_01 |