4,5-Diaminopyrimidine → 4-Amino-5-[(1-t-butoxycarbonylpiperidin-4-yl)amino)pyrimidine

HRID 501078

Reaktionsgleichung

Reaktionsgleichung von HRID 501078
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][N:5]=[CH:4][N:3]=1.[C:9]([O:13][C:14]([N:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1)=[O:15])([CH3:12])([CH3:11])[CH3:10].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClC(Cl)C>[NH2:1][C:2]1[C:7]([NH:8][CH:19]2[CH2:20][CH2:21][N:16]([C:14]([O:13][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:15])[CH2:17][CH2:18]2)=[CH:6][N:5]=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 837034,5-DiaminopyrimidineHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 5049666Sodium triacetoxyborohydride

Produkt 1

HCID 222932024-Amino-5-[(1-t-butoxycarbonylpiperidin-4-yl)amino)pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of 4,5-diaminopyrimidine (1.0 g, 9.1 mmol), N-(t-butoxycarbonyl)-4-piperidone (3.0 g, 15 mmol) and sodium triacetoxyborohydride (1.2 g, 5.6 mmol) in dichloroethane (60 mL) was stirred at room temperature for 3 d. The reaction was partitioned between chloroform (200 mL) and 3N sodium hydroxide (30 mL). After drying over magnesium sulfate, the organic phase was concentrated to give the title compound as a tan gum. MS 294 (M+1).

Aufarbeitung

  1. customThe reaction was partitioned between chloroform (200 mL) and 3N sodium hydroxide (30 mL)
  2. dry with materialAfter drying over magnesium sulfate
  3. concentrationthe organic phase was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-208e55fed81848f5aed4ac08f6207bef
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772224B2

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