Triethylamine → HCID 178486173、化合物

HRID 388976

反応式

HRID 388976 の反応式
Cl.Cl.Cl.[NH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH:13][C:14]([C:16]3[C:35]([N:36]4[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]4)=[CH:34][C:19]4[NH:20][C:21]([NH:23][C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=5[C:30]([F:33])([F:32])[F:31])=[N:22][C:18]=4[CH:17]=3)=[O:15])[CH:11]=2)[CH:6]=[N:5]1.C(N(CC)CC)C.[CH3:49][N:50]([CH3:55])[S:51](Cl)(=[O:53])=[O:52].O.NN>CN(C=O)C>[NH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH:13][C:14]([C:16]3[C:35]([N:36]4[CH2:37][CH2:38][N:39]([S:51](=[O:53])(=[O:52])[N:50]([CH3:55])[CH3:49])[CH2:40][CH2:41]4)=[CH:34][C:19]4[NH:20][C:21]([NH:23][C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=5[C:30]([F:31])([F:32])[F:33])=[N:22][C:18]=4[CH:17]=3)=[O:15])[CH:11]=2)[CH:6]=[N:5]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 83372Dimethylsulphamoyl chlorideHCID 178478620HCID 178478620、化合物

生成物 1

HCID 178486173HCID 178486173、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 6-piperazin-1-yl-2-(2-trifluoromethylphenylamino)-1H-benzimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide trihydrochloride (0.3 mmol; see Example 88) in DMF (1 mL) was added with triethylamine (1.5 mmol) and N,N-dimethylsulfamoyl chloride (0.4 mmol). The resulting mixture was stirred at RT for 4 h and added with hydrazine hydrate (2 mmol). The contents were warmed to 50° C. and stirred vigorously for 60 min. The reaction mixture was then poured into ice cold water, and the solid was filtered, washed with water, and dried under vacuum. The crude product was then purified on a silica gel column chromatography using MeOH/DCM as eluent to afford 6-(4-dimethylsulfamoyl-piperazin-1-yl)-2-(2-trifluoromethyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid (1H-indazol-6-yl)-amide as a white solid. MS: m/z 628 (M+H)+.

後処理

  1. temperatureThe contents were warmed to 50° C.
  2. stirringstirred vigorously for 60 min
  3. additionThe reaction mixture was then poured into ice cold water
  4. filtrationthe solid was filtered
  5. washwashed with water
  6. customdried under vacuum
  7. customThe crude product was then purified on a silica gel column chromatography

出典と根拠

ORDレコード
ord-cc0ae6472b994337b2f0860b998d65e6
出典データセット
uspto-grants-2013_02
特許番号
US08377983B2

関連ノート

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