p-Toluenesulfonic acid → HCID 178515487, 화합물

HRID 923340노트

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HRID 923340 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([NH2:13])[NH:10][N:9]=2)=[CH:4][CH:3]=1.CC1C=CC(S(O)(=O)=O)=CC=1.[O:25]1[C:29]2[CH:30]=[CH:31][C:32]([C:34](=O)[CH2:35][C:36](OCC)=[O:37])=[CH:33][C:28]=2[O:27][CH2:26]1>C1(OC2C=CC=CC=2)C=CC=CC=1>[O:25]1[C:29]2[CH:30]=[CH:31][C:32]([C:34]3[NH:13][C:11]4[N:10]([N:9]=[C:8]([C:5]5[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=5)[N:12]=4)[C:36](=[O:37])[CH:35]=3)=[CH:33][C:28]=2[O:27][CH2:26]1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 2756586Ethyl 3-(2H-1,3-benzodioxol-5-yl)-3-oxopropanoateHCID 178508293HCID 178508293, 화합물

생성물 1

HCID 178515487HCID 178515487, 화합물수율 24.2%

시약·촉매·용매 1

HCID 7583Diphenyl Ether용매

반응 조건

온도
170 °C

실험 절차

To a solution of 3-(4-chlorophenyl)-1H-1,2,4-triazol-5-amine (50 mg, 0.26 mmol) in diphenyether (2 ml) was added TsOH (2.2 mg, 0.01 mmol) and ethyl 3-(benzo[d][1,3]dioxol-5-yl)-3-oxopropanoate (81 mg, 0.34 mmol). After stirring 2 h at 170° C., the reaction was quenched by the addition of hexane (5 ml), the product was collected by filtration and washed with methanol (10 ml) and dried in an oven under reduced pressure to give 5-(benzo[d][1,3]dioxol-5-yl)-2-(4-chlorophenyl)-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a off-white solid (23.1 mg, 24%).

후처리

  1. customthe reaction was quenched by the addition of hexane (5 ml)
  2. filtrationthe product was collected by filtration
  3. washwashed with methanol (10 ml)
  4. customdried in an oven under reduced pressure

출처 및 근거

ORD 기록
ord-30ae433dc90c4542a6920ffa4431b565
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278973B2

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