HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-{[(2,4-Dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-2-(4-phenoxy-phenyl)-thiazole-5-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 2-(2,4-dimethoxybenzylamino)acetate | HCID 19895532 | — |
| Reactant | HCID 68428209 | HCID 68428209 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{[(2,4-Dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-2-(4-phenoxy-phenyl)-thiazole-5-carboxylic acid ethyl ester | HCID 68428610 | 75.8% |
Reaction Steps
A mixture of 4-bromomethyl-2-(4-phenoxy-phenyl)-thiazole-5-carboxylic acid ethyl ester (1.12 g, 2.68 mmole), (2,4-dimethoxy-benzylamino)-acetic acid ethyl ester (737 mg, 2.90 mmole) and potassium carbonate (555 mg, 4.03 mmole) in anhydrous dimethylformamide (8 ml) was stirred at room temperature for 20 h before it was quenched with water, extracted with ethyl acetate. The organic layer was washed with water, brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and hexanes to give the title compound as a yellow oil (1.20 g). MS: (+) m/z 613.07 (M+Na+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696223B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-e9df3eb3eb2142d196f51bc3a47df335 |
| Source note | uspto-grants-2010_04 |