HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881599Generated: October 25, 2026
Ammonia → 5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/881599
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Cesium acetate | HCID 5152919 | — |
| Reactant | (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxy-carbonylaminoacrylic acid methyl ester | HCID 86657627 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl ester | HCID 58437486 | — |
Reaction Steps
To a solution of (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxy-carbonylaminoacrylic acid methyl ester (0.2 g) and copper (I) iodide (0.075 g) in dimethylsulfoxide (8 mL) was added cesium acetate (0.38 g) at room temperature and this mixture was stirred under argon atmosphere at 90° C. for 5 hours. To this reaction mixture was added aqueous ammonia solution (28%) and the precipitated solid was collected by filtration, and washed with water, dried under reduced pressure to give the title compound (0.073 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08993616B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-fa52f694ef9d47e1b91cc26d45b526b7 |
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| Source note | uspto-grants-2015_03 |
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