Diisopropylethylamine → 5-Bromo-N*3*-quinazolin-6-ylmethyl-pyrazine-2,3-diamine

HRID 16028

Reaktionsgleichung

Reaktionsgleichung von HRID 16028
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][NH2:12])=[CH:8][CH:9]=2)[CH:4]=[N:3][CH:2]=1.Br[C:14]1[C:15]([NH2:21])=[N:16][CH:17]=[C:18]([Br:20])[N:19]=1.C(N(C(C)C)CC)(C)C>CCCCO>[Br:20][C:18]1[N:19]=[C:14]([NH:12][CH2:11][C:7]2[CH:6]=[C:5]3[C:10](=[CH:9][CH:8]=2)[N:1]=[CH:2][N:3]=[CH:4]3)[C:15]([NH2:21])=[N:16][CH:17]=1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 6200042-Amino-3,5-dibromopyrazineHCID 248205516-Quinazolinemethanamine

Produkt 1

HCID 593419275-Bromo-N*3*-quinazolin-6-ylmethyl-pyrazine-2,3-diamineAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To the solution of C-quinazolin-6-yl-methylamine (1.2 g, 7.916 mmol) and 2.06 gram of 3,5-dibromo-pyrazin-2-ylamine (2.06 g, 7.916 mmol) in n-BuOH (18 mL) was added diisopropylethylamine (7.0 mL, 40 mmol) at room temperature. The reaction mixture was heated up to 120° C. for two days under nitrogen. The reaction was cooled down, n-BuOH is evaporated directly via rotavapor, followed by purification via a silica gel column to get 5-Bromo-N*3*-quinazolin-6-ylmethyl-pyrazine-2,3-diamine (1.02 g, yield 42%).

Aufarbeitung

  1. temperatureThe reaction was cooled down
  2. customn-BuOH is evaporated directly via rotavapor
  3. customfollowed by purification via a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-aeec7fdd72984952946b785f5861ffd7
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732604B2

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