Water → 4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid ethyl ester

HRID 1947046ノート

反応式

HRID 1947046 の反応式
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([NH2:12])[CH2:8][CH2:7]1)=[O:5])[CH3:2].CCN(C(C)C)C(C)C.C(S([C:28]1[N:33]=[C:32]([N:34]2[C:42]3[C:37](=[C:38]([O:43][CH2:44][CH2:45][CH2:46][S:47]([NH2:50])(=[O:49])=[O:48])[CH:39]=[CH:40][CH:41]=3)[CH:36]=[CH:35]2)[CH:31]=[CH:30][N:29]=1)=O)CCC.O>CN1C(=O)CCC1>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:28]2[N:33]=[C:32]([N:34]3[C:42]4[C:37](=[C:38]([O:43][CH2:44][CH2:45][CH2:46][S:47](=[O:48])(=[O:49])[NH2:50])[CH:39]=[CH:40][CH:41]=4)[CH:36]=[CH:35]3)[CH:31]=[CH:30][N:29]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 409963Ethyl 4-aminocyclohexanecarboxylateHCID 69308577HCID 69308577、化合物

生成物 1

HCID 597434464-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

4-Aminocyclohexane carboxylic acid ethyl ester (588.4 mg, 3.44 mmol) was dissolved in NMP (5 mL) and treated with DIEA (0.993 mL, 5.7 mmol) and the reaction mixture allowed to stir at RT for 5 min. 3-[1-(2-Butylsulfinyl-pyrimidin-4-yl)-1H-indol-4-yloxy]-propane-1-sulfonic acid amide (500 mg, 1.14 mmol) was then added, and the reaction mixture heated to 120° C. for 1 h. The reaction was then allowed to cool to RT, water was added, the mixture was sonicated, filtered, and the solid dried in vacuo to yield 4-{4-[4-(3-sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid ethyl ester (Compound 318).

後処理

  1. temperaturethe reaction mixture heated to 120° C. for 1 h
  2. temperatureto cool to RT
  3. customthe mixture was sonicated
  4. filtrationfiltered
  5. customthe solid dried in vacuo

出典と根拠

ORDレコード
ord-49653b28e6584befa0a49993d4e475b8
出典データセット
uspto-grants-2013_03
特許番号
US08399462B2

反応ノート

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