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

HRID 2076981

반응식

HRID 2076981 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
120 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-7b90ae4c4ab34356976e1a05a9bce637
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928111B2

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