Hydrochloric Acid → 2-((3R,5S)-5-(azidomethyl)pyrrolidin-3-yloxy)-5-cyclopropylpyrazine

HRID 1184616Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1184616
[N:1]([CH2:4][C@@H:5]1[CH2:9][C@@H:8]([O:10][C:11]2[CH:16]=[N:15][C:14]([CH:17]3[CH2:19][CH2:18]3)=[CH:13][N:12]=2)[CH2:7][N:6]1C(OC(C)(C)C)=O)=[N+:2]=[N-:3].Cl>ClCCl.O1CCOCC1>[N:1]([CH2:4][C@H:5]1[NH:6][CH2:7][C@H:8]([O:10][C:11]2[CH:16]=[N:15][C:14]([CH:17]3[CH2:18][CH2:19]3)=[CH:13][N:12]=2)[CH2:9]1)=[N+:2]=[N-:3]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 86680519(2S,4R)-tert-butyl 2-(azidomethyl)-4-(5-cyclopropylpyrazin-2-yloxy)-pyrrolidine-1-carboxylate

Produkt 1

HCID 866805342-((3R,5S)-5-(azidomethyl)pyrrolidin-3-yloxy)-5-cyclopropylpyrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of the product from Example 174C (440 mg, 1.221 mmol) dissolved in dichloromethane (2 mL) was added 4 M HCl in 1,4-dioxane (4 mL). The resulting mixture was stirred at ambient temperature for 30 minutes and was then partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound.

Aufarbeitung

  1. customwas then partitioned between saturated aqueous sodium bicarbonate and ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d788d802dee0486192eca4a9e909ddb5
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08669255B2

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