Acetic Acid → 3,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one

HRID 1775604

반응식

HRID 1775604 반응식
[NH2:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:5][S:4][C:3]=1[C:13]([O:15]C)=O.[CH:17](OCC)(OCC)OCC.[NH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(O)(=O)C>CCOC(C)=O.C(OCC)C>[C:28]1([N:27]2[C:13](=[O:15])[C:3]3[S:4][CH:5]=[C:6]([C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=4)[C:2]=3[N:1]=[CH:17]2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 6115AnilineHCID 31214Ethyl orthoformateHCID 2759782Methyl 3-amino-4-phenylthiophene-2-carboxylate

생성물 1

HCID 783248653,7-Diphenylthieno[3,2-d]pyrimidin-4(3H)-one수율 33%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

반응 조건

온도
160 °C

실험 절차

Methyl 3-amino-4-phenylthiophene-2-carboxylate (100 mg, 0.43 mmol), triethyl orthoformate (1 ml), aniline (76 mg, 0.81 mmol), and acetic acid (0.1 ml) were placed in a pressure bottle. The mixture was heated with stirring at 160° C. for 18 hr. After the completion of the reaction was confirmed by TLC, the reaction mixture was cooled to room temperature and solidified with diethyl ether and EtOAc to give 42 mg (0.14 mmol, 33% yield) of the title compound as a final product.

후처리

  1. temperatureThe mixture was heated
  2. temperaturethe reaction mixture was cooled to room temperature

출처 및 근거

ORD 기록
ord-63a60616c20242b684ed58d8512b06f3
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260448B2

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