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

HRID 44367

반응식

HRID 44367 반응식
[NH2:1][C:2]1[S:3][C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].C(O)(=O)C.[NH3:15].CCO[C:19](OCC)(OCC)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CCOC(C)=O>[CH3:9][C:5]1[C:6]2[C:7]([NH2:15])=[N:8][C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:1][C:2]=2[S:3][C:4]=1[CH3:10]

참가 물질

5

반응물 3

HCID 12432Ammonia acetateHCID 74268Benzene, (triethoxymethyl)-HCID 2902362-Amino-4,5-dimethyl-thiophene-3-carbonitrile

생성물 1

HCID 252243435,6-Dimethyl-2-phenylthieno[2,3-d]pyrimidin-4-amine수율 31%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 2-amino-4,5-dimethylthiophene-3-carbonitrile (152 mg, 1.0 mmol), ammonia acetate (308.3 mg, 4.0 mmol) and triethyl orthobenzoate (2.0 mL) in a sealed tube was put in a microwave at 200° C. for 20 min. After the reaction mixture was cooled to room temperature, it was diluted with EtOAc, washed with saturated NaHCO3 and H2O. The solvent was removed by vacuum and the residue was purified by preparative HPLC eluting with acetonitrile and water to give the title compound (80 mg, 31%). 1H NMR (400 MHz, CDCl3) δ2.45 (s, 3H), 2.48 (s, 3H), 5.34 (bs, 2H), 7.46-7.43 (m, 3H), 8.4-8.38 (m, 2H). MS 256 (MH+).

후처리

  1. washwashed with saturated NaHCO3 and H2O
  2. customThe solvent was removed by vacuum
  3. customthe residue was purified by preparative HPLC
  4. washeluting with acetonitrile and water

출처 및 근거

ORD 기록
ord-31dbe6461de143a3a798065fdbe430cf
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541421B2

연결된 노트

불러오는 중…