| Identification | Back Directory | [Name]
1-ACETYL-3-[((2R)-1-METHYLPYRROLIDIN-2-YL)METHYL]-5-[(E)-2-(PHENYLSULFONYL)VINYL]INDOLE | [CAS]
188113-71-5 | [Synonyms]
N-Acetyl-dehydro-Eletriptan
Eletriptan Dehydro N-Acetyl Imp
Eletriptan Dehydro N-Acetyl Impurity
1-ACETYL-3-[((2R)-1-METHYLPYRROLIDIN-2-YL)METHYL]-5-[(E)-2-(PHENYLSULFONYL)VINYL]INDOLE
(R)-1-ACETYL-5(2-BENZENE SULPHONYL ETHENYL)-3-(N-METHYLPYRROLIDIN-2-YL-METHYL-1H-INDOLE
(R)-1-(3-((1-Methylpyrrolidin-2-yl)methyl)-5-(2-(phenylsulfonyl)vinyl)-1H-indol-1-yl)ethanone
1-[3-[[(2R)-1-METHYL-2-PYRROLIDINYL]METHYL]-5-[(1E)-2-(PHENYLSULFONYL)ETHENYL]-1H-INDOL-1-YL]-
(S,E)-1-(3-((1-Methylpyrrolidin-2-yl)Methyl)-5-(2-(phenylsulfonyl)vinyl)-1H-indol-1-yl)ethanone
(R,E)-1-(3-((1-methylpyrrolidin-2-yl)methyl)-5-(2-(phenylsulfonyl)vinyl)-1H-indol-1-yl)ethanone
1-[3-[[(2R)-1-METHYL-2-PYRROLIDINYL]METHYL]-5-[(1E)-2-(PHENYLSULFONYL)ETHENYL]-1H-INDOL-1-YL]ETHANONE
Ethanone, 1-[3-[[(2R)-1-Methyl-2-pyrrolidinyl]Methyl]-5-[(1E)-2-(phenylsulfonyl)ethenyl]-1H-indol-1-yl]- | [Molecular Formula]
C24H26N2O3S | [MDL Number]
MFCD22989071 | [MOL File]
188113-71-5.mol | [Molecular Weight]
422.54 |
| Chemical Properties | Back Directory | [Melting point ]
>85°C (dec.) | [Boiling point ]
620.7±55.0 °C(Predicted) | [density ]
1.23±0.1 g/cm3(Predicted) | [storage temp. ]
Amber Vial, -20°C Freezer, Under inert atmosphere | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
10.20±0.40(Predicted) | [color ]
Pale Beige to Light Brown | [Stability:]
Light Sensitive | [InChIKey]
MDVODIFOKYRNHD-ZISLFAKRSA-N | [SMILES]
C(=O)(N1C2=C(C=C(/C=C/S(C3=CC=CC=C3)(=O)=O)C=C2)C(C[C@H]2CCCN2C)=C1)C |
| Hazard Information | Back Directory | [Uses]
N-Acetyl-dehydro-Eletriptan, is the impurity of Eletriptan (E505000), which is A serotonin 5-HTIB/ID receptor agonist, used for the treatment of migraine headaches. | [Hazard]
1-acetyl-3-[((2r)-1-methylpyrrolidin-2-yl)methyl]-5-[(e)-2-(phenylsulfonyl)vinyl]indole has acute toxicity, causes skin irritation and severe eye irritation.
| [Synthesis]
1-acetyl-3-[((2r)-1-methylpyrrolidin-2-yl)methyl]-5-[(e)-2-(phenylsulfonyl)vinyl]indole can be synthesized as follows: Charge a sealable reaction tube equipped with a stirring bar with Pd (OAc)2 (4.5 mg, 0.02 mmol, 2 mol %), Dicyclohexyl[2′,4′,6′-tris(1-methylethyl)[1,1′:3′,1′′-terphenyl]-2-yl]phosphine (22.4 mg, 0.04 mmol, 4 mol %) and NaHCO3 (202 mg, 2.4 mmol). Add the phenyl vinyl sulfone (109 mg, 0.65 mmol), 1-[5-Bromo-3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-1H-indol-1-yl]ethanone (168 mg, 0.5 mmol) and 2 mL of DMF to the reaction. Seal the tube with a Teflon-lined septum and heat to 16 h with vigorous stirring. Cool the suspension to room temperature, dilute with EtOAc and filter througha pad of Celite. Concentrate the filtrate in vacuo to dryness. Wash the residue with 1.0 M NaOH and extract with EtOAc. Consolidate the organic layer, dry with Na2SO4, filter and concentrate.
![1-acetyl-3-[((2r)-1-methylpyrrolidin-2-yl)methyl]-5-[(e)-2-(phenylsulfonyl)vinyl]indole synthesis route](/NewsImg/2026-03-02/6390805738354112047626930.png "1-acetyl-3-[((2r)-1-methylpyrrolidin-2-yl)methyl]-5-[(e)-2-(phenylsulfonyl)vinyl]indole synthesis route")
| [References]
[1] DANIEL WEILIANG TAY*. Palladium-meta-Terarylphosphine Catalyst for the Mizoroki–Heck Reaction of (Hetero)Aryl Bromides and Functional Olefins[J]. Journal of Organic Chemistry, 2015, 80 8: 4054-4063. DOI:10.1021/acs.joc.5b00386.
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SPIRO PHARMA
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www.spiropharma.com.cn |
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Cool Pharm, Ltd
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http://www.coolpharm.com.cn |
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Energy Chemical
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021-58432009 400-005-6266 |
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http://www.energy-chemical.com |
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