Trifluoroacetic acid → HCID 178518850、化合物

HRID 855660ノート

反応式

HRID 855660 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][C:15]2[NH:16][N:17]=[C:18]([CH:20]3[CH2:22][CH2:21]3)[CH:19]=2)[N:3]=1.C(OC([N:30]1[C:38]2[C:33](=[CH:34][CH:35]=[C:36]([NH2:39])[CH:37]=2)[C:32](=[O:40])[NH:31]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(O)CCC.ClCCl>[CH:20]1([C:18]2[CH:19]=[C:15]([NH:14][C:4]3[N:5]=[C:6]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[N:7]=[C:2]([NH:39][C:36]4[CH:37]=[C:38]5[C:33]([C:32](=[O:40])[NH:31][NH:30]5)=[CH:34][CH:35]=4)[N:3]=3)[NH:16][N:17]=2)[CH2:22][CH2:21]1

参加物

6

反応物 3

HCID 6422Trifluoroacetic acidHCID 574980196-Amino-3-oxo-2,3-dihydro-indazole-1-carboxylic acid tert-butyl esterHCID 178478385HCID 178478385、化合物

生成物 1

HCID 178518850HCID 178518850、化合物収率 49.9%

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
85 °C

実験手順

To a sealed tube was added (4-Chloro-6-phenyl-[1,3,5]triazin-2-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine (50 mg, 0.16 mmol) and 6-amino-3-oxo-2,3-dihydro-indazole-1-carboxylic acid tert-butyl ester (80 mg, 0.32 mmol) in 1 ml of n-butanol. The contents were heated to 85° C. for 3 hours. The reaction was concentrated in vacuo to give a white solid that was dissolved in 3 ml of dichloromethane and 1 ml of trifluoro acetic acid and stirred for 5 hours at room temperature. The reaction concentrated and the crude residue purified by prep HPLC to afford 34 mg of the desired product as a light yellow solid (39.4% yield). 1H-NMR(DMSO-d6, 500 mHz) δ 10.95 (m, 1H), 10.30 (m, 1H), 9.91 (s, 1H), 8.32 (m, 2H), 8.04 (m,1H), 7.49 (m,4H), 7.25 (m, 1H), 6.14 (s br, 1H), 1.85 (s, 1H), 0.87 (s, 2H), 0.67 (s, 2H).

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. customto give a white solid
  3. concentrationThe reaction concentrated
  4. customthe crude residue purified by prep HPLC

出典と根拠

ORDレコード
ord-6d234850be684f58ba4394669cb2f5b9
出典データセット
uspto-grants-2007_08
特許番号
US07262200B2

反応ノート

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