HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351968Generated: October 30, 2026
Diisopropylethylamine → HCID 69457519, compound
https://huagongshe.com/reaction/1351968
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (R)-N-[2-benzyloxy-5-(2-iodo-1-triethylsilyloxyethyl)phenyl]methanesulfonamide | HCID 54211801 | — |
| Reactant | HCID 86604025 | HCID 86604025 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69457519 | HCID 69457519 | 42.4% |
Reaction Steps
A solution of (R)-N-[2-benzyloxy-5-(2-iodo-1-triethylsilyloxy-ethyl)phenyl]methanesulfonamide (2.09 g, 3.72 mmol), methyl (R)-3-(2-aminopropyl)-1H-indole-7-carboxylate (1.00 g, 3.72 mmol), diisopropyl-ethylamine (1.9 ml, 11.2 mmol) in tetrahydrofuran (30 ml)-acetonitrile (20 ml) is stirred at 110° C. for 18 hours in a sealed vessel. After cooling, to the reaction solution are added a saturated aqueous sodium hydrogen carbonate solution and a saturated brine, and the mixture is extracted with ethyl acetate. The organic layer is dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (chloroform/methanol=100/1→100/4) to give the title compound (1.05 g, yield: 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217724B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-102a6d88d6c149acb81f25760ed43f90 |
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| Source note | uspto-grants-2007_05 |
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