p-Toluenesulfonic acid → HCID 178515487、化合物

HRID 923340ノート

反応式

HRID 923340 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 178515487HCID 178515487、化合物収率 24.2%

試薬・触媒・溶媒 1

HCID 7583Diphenyl Ether溶媒

反応条件

温度
170 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-30ae433dc90c4542a6920ffa4431b565
出典データセット
uspto-grants-2016_03
特許番号
US09278973B2

反応ノート

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