p-Toluenesulfonic acid → HCID 178463003、化合物

HRID 923347ノート

反応式

HRID 923347 の反応式
[F: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.[CH2:14]([N:16]1[C:24]2[C:19](=[CH:20][C:21]([C:25](=O)[CH2:26][C:27](OCC)=[O:28])=[CH:22][CH:23]=2)[CH:18]=[N:17]1)[CH3:15].CC1C=CC(S(O)(=O)=O)=CC=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:14]([N:16]1[C:24]2[C:19](=[CH:20][C:21]([C:25]3[NH:13][C:11]4[N:10]([N:9]=[C:8]([C:5]5[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=5)[N:12]=4)[C:27](=[O:28])[CH:26]=3)=[CH:22][CH:23]=2)[CH:18]=[N:17]1)[CH3:15]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 90109086ethyl 3-(1-ethyl-1H-indazol-5-yl)-3-oxopropanoateHCID 1785082995-(4-fluorophenyl)-4H-1,2,4-triazol-3-amine

生成物 1

HCID 178463003HCID 178463003、化合物収率 32.9%

試薬・触媒・溶媒 1

HCID 7583Diphenyl Ether溶媒

実験手順

To a solution of 3-(4-fluorophenyl)-1H-1,2,4-triazol-5-amine (100 mg, 0.56 mmol) in diphenyl ether (1 ml) was added ethyl 3-(1-ethyl-1H-indazol-5-yl)-3-oxopropanoate (400 mg, 1.540 mmol) and TsOH (6 mg, 0.03 mmol), and the resulting mixture was strirred for 2.5 h at 170° C. The reaction mixture was then quenched by the addition of ethyl ether (8 ml). The solids were collected by filtration and washed with dichloromethane (5 ml) to afford 5-(1-ethyl-1H-indazol-5-yl)-2-(4-fluorophenyl)-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a light yellow solid (69 mg, 24%).

後処理

  1. customThe reaction mixture was then quenched by the addition of ethyl ether (8 ml)
  2. filtrationThe solids were collected by filtration
  3. washwashed with dichloromethane (5 ml)

出典と根拠

ORDレコード
ord-42c90e75eb5b45c9b2968eb767854450
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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