Water → 2-Phenylimidazo[1,2-c]pyrimidin-7-amine

HRID 2382753

Reaktionsgleichung

Reaktionsgleichung von HRID 2382753
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.C([O-])(O)=O.[Na+].[NH2:16][C:17]1[CH:22]=[C:21]([NH2:23])[N:20]=[CH:19][N:18]=1.O>CO>[C:5]1([C:3]2[N:16]=[C:17]3[CH:22]=[C:21]([NH2:23])[N:20]=[CH:19][N:18]3[CH:2]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6259Phenacyl bromideHCID 79608Pyrimidine-4,6-diamineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 4040512-Phenylimidazo[1,2-c]pyrimidin-7-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

ω-Bromoacetophenone (9.04 g, 45 mmol) and NaHCO3 (4.30 g, 50 mmol) were added to a solution of 4,6-diaminopyrimidine (5.00 g, 0.45 mmol) in methanol (80 ml), and the mixture was heated to reflux (3 h). Upon cooling, water (40 ml) was added, and the suspension was stirred at r.t. (15 min). The precipitated title compound (5.62 g, 59%) was isolated by filtration, washed with small amounts of water and methanol, and dried under vacuum. MS (m/e)=211.1 [M+H+].

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux (3 h)
  3. temperatureUpon cooling
  4. customThe precipitated title compound (5.62 g, 59%)
  5. customwas isolated by filtration
  6. washwashed with small amounts of water and methanol
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f762f6e39be34334ba4d306d890f157c
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08263584B2

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