Hydrochloric Acid → (1R,2S)-1-amino-N-(1-(fluoromethyl)cyclopropylsulfonyl)-2-vinylcyclopropanecarboxamide hydrochloride

HRID 1481645Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1481645
[F:1][CH2:2][C:3]1([S:6]([NH:9][C:10]([C@@:12]2([NH:17]C(=O)OC(C)(C)C)[CH2:14][C@H:13]2[CH:15]=[CH2:16])=[O:11])(=[O:8])=[O:7])[CH2:5][CH2:4]1.[ClH:25]>O1CCOCC1>[ClH:25].[NH2:17][C@:12]1([C:10]([NH:9][S:6]([C:3]2([CH2:2][F:1])[CH2:5][CH2:4]2)(=[O:8])=[O:7])=[O:11])[CH2:14][C@H:13]1[CH:15]=[CH2:16]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86683250tert-butyl (1R,2S)-1-(1-(fluoromethyl)cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropylcarbamate

Produkt 1

HCID 86683199(1R,2S)-1-amino-N-(1-(fluoromethyl)cyclopropylsulfonyl)-2-vinylcyclopropanecarboxamide hydrochlorideAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of tert-butyl(1R,2S)-1-(1-(fluoromethyl)cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropylcarbamate (11.5 g, 31.7 mmol) in 4 N HCl in dioxane (100 mL) was stirred at room temperature for 1 h. The volatiles were removed under reduced pressure and the residue was washed with diethyl ether to afford crude (1R,2S)-1-amino-N-(1-(fluoromethyl)cyclopropylsulfonyl)-2-vinylcyclopropanecarboxamide hydrochloride (6 g, 72%). The crude compound was taken to the next step without further purification. MS: MS m/z 263.14 (M++1)

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure
  2. washthe residue was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f512058916ef4faf904a89493db91f43
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09409943B2

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