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

HRID 711635

反応式

HRID 711635 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
120 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-1ac271a046014fb0b352de0ff6e902dd
出典データセット
uspto-grants-2015_11
特許番号
US09181276B2

関連ノート

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