HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514959Generated: November 3, 2026
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-{4-[6-(4-tert-butylphenylcarbamoyl)-1H-indol-2-yl]-3,5-dimethylphenyl}-propionic acid methyl ester
https://huagongshe.com/reaction/1514959
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 4-Tert-Butylaniline | HCID 69861 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-[4-(2-Methoxycarbonylethyl)-2,6-dimethylphenyl]-1H-indole-6-carboxylic acid | HCID 66966205 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-{4-[6-(4-tert-butylphenylcarbamoyl)-1H-indol-2-yl]-3,5-dimethylphenyl}-propionic acid methyl ester | HCID 66966000 | — |
Reaction Steps
A mixture of 2-[4-(2-methoxycarbonylethyl)-2,6-dimethylphenyl]-1H-indole-6-carboxylic acid (100 mg, 280 μmol), 4-tert-butylaniline (45 μL, 290 μmol), EDCI (82 mg, 430 μmol) and HOBT (42 mg, 310 μmol) in THF (10 mL) was heated in a microwave apparatus at 150° C. for 3 h. The solvent was removed under reduced pressure and the residue was chromatographed using a 10-60% gradient of heptane/ethyl acetate to give 3-{4-[6-(4-tert-butylphenylcarbamoyl)-1H-indol-2-yl]-3,5-dimethylphenyl}-propionic acid methyl ester. MS (m/z) 484.3 (M+1); Retention time=1.50 min (Method 10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08222248B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-feb4078d47484e6c8533c345e239c38e |
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| Source note | uspto-grants-2012_07 |
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