Carbonic acid, bis(1,1-dimethylethyl) ester → Tert-butyl 4-((6-aminopyridin-2-yl)methyl)piperazine-1-carboxylate

HRID 520485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 520485
[N:1]1([CH2:7][C:8]2[N:13]=[C:12]([NH2:14])[CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:15](=O)([O:21]C(C)(C)C)[O:16][C:17]([CH3:20])([CH3:19])[CH3:18]>C1COCC1.CN(C)C1C=CN=CC=1>[NH2:14][C:12]1[N:13]=[C:8]([CH2:7][N:1]2[CH2:6][CH2:5][N:4]([C:15]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:21])[CH2:3][CH2:2]2)[CH:9]=[CH:10][CH:11]=1

Komponenten

5

Edukt 2

HCID 10219638Carbonic acid, bis(1,1-dimethylethyl) esterHCID 585528446-(Piperazin-1-ylmethyl)picolinonitrile

Produkt 1

HCID 58552896Tert-butyl 4-((6-aminopyridin-2-yl)methyl)piperazine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 6-(piperazin-1-ylmethyl)pyridin-2-amine 85 in THF was added di-tert-butyl carbonate (1 eq) and 4-(dimethyl)aminopyridine (catalytic). The reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure. Pentane was added and the resulting solid was collected by filtration and dried to afford 86. The Boc protecting group could be removed after coupling with the appropriate carboxylic acid by treatment with TFA/CH2Cl2 for 12 h.

Aufarbeitung

  1. concentrationIt was then concentrated under reduced pressure
  2. additionPentane was added
  3. filtrationthe resulting solid was collected by filtration
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5882411819754903bf2a6cd903d258c2
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09326986B2

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