HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [[2-cyclopropyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 2-cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole | HCID 10491805 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [[2-cyclopropyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester | HCID 10568807 | 63% |
Reaction Steps
2-Cyclopropyl-4-hydroxy-1-(phenylmethyl)-1H-indole (316 mg, 1.2 mmol) was alkylated by treating with 0.11 mL (1.2 mmol) of methyl bromoacetate and 48 mg (1.2 mmol) of 60% NaH/mineral oil in DMF as described in Example 1, Part E. The product was purified by chromatography over silica gel eluting with 20% EtOAc/hexane, to give 253 mg (63% yield) of [[2-cyclopropyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06175021B1 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-74252d4899dc4c498801b4934ddec70e |
| Source note | uspto-grants-2001_01 |