Ammonia acetate → 2,5,6-Trimethylthieno[2,3-d]pyrimidin-4-amine

HRID 471497

Reaktionsgleichung

Reaktionsgleichung von HRID 471497
[NH2:1][C:2]1[S:3][C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].[C:11](O)(=O)[CH3:12].[NH3:15].C(OCC)(OCC)(OCC)C>>[CH3:11][C:12]1[N:8]=[C:7]([NH2:15])[C:6]2[C:5]([CH3:9])=[C:4]([CH3:10])[S:3][C:2]=2[N:1]=1

Komponenten

4

Edukt 3

HCID 12432Ammonia acetateHCID 66221Triethyl orthoacetateHCID 2902362-Amino-4,5-dimethyl-thiophene-3-carbonitrile

Produkt 1

HCID 252243412,5,6-Trimethylthieno[2,3-d]pyrimidin-4-amineAusbeute 60 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 2-amino-4,5-dimethylthiophene-3-carbonitrile (200 mg, 1.32 mmol), ammonia acetate (204 mg, 2.64 mmol), and triethyl orthoacetate (2.0 mL) was stirred in a sealed tube at 120° C. overnight. After the reaction mixture was cooling down to room temperature, the precipitate was collected by filtration, rinsed with EtOAc and dried in the air to give title compound (52 mg, 60%) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 2.41 (s, 3H), 2.45 (s, 3H), 2.56 (s, 3H), 5.28 (bs, 2H). MS 194 (MH+).

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooling down to room temperature
  2. filtrationthe precipitate was collected by filtration
  3. washrinsed with EtOAc
  4. customdried in the air

Quellen und Nachweise

ORD-Eintrag
ord-ac1ce5389bf24b5997593b1eb71a328f
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633186B2

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