Water → ethyl 2-(1-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl)acetate

HRID 2281525Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2281525
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1.[CH2:12]([O:14][C:15](=[O:23])[CH2:16][CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)[CH3:13].CCN(C(C)C)C(C)C.O>O1CCOCC1.CCOC(C)=O>[Cl:1][C:2]1[N:3]=[C:4]([N:20]2[CH2:21][CH2:22][CH:17]([CH2:16][C:15]([O:14][CH2:12][CH3:13])=[O:23])[CH2:18][CH2:19]2)[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 2760465Ethyl 2-(piperidin-4-yl)acetateHCID 141168712,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 57990296ethyl 2-(1-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl)acetateAusbeute 95,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (188 mg, 1.00 mmol), 2-(4-piperidinyl)acetic acid ethyl ester (171 mg, 1.00 mmol) and DIEA (0.400 mL, 2.30 mmol) in dioxane (6 mL) was stirred at 70° C. for 20 h. Water and EtOAc were added. The organic phase was separated, washed with 1N HCl, dried over Na2SO4, concentrated in vacuo to give ethyl 2-(1-(2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-yl)acetate (308 mg).

Aufarbeitung

  1. customThe organic phase was separated
  2. washwashed with 1N HCl
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-90fc8d9bc93a46879ce25444d4b02cdd
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09139581B2

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