Diisopropylcarbodiimide → N-{4-Chloro-3-[3-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-2,2-dimethyl-propionamide

HRID 1258677ノート

反応式

HRID 1258677 の反応式
CC(C)N=C=NC(C)C.[Cl:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][NH:16][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][C:12]=1[NH:25][C:26]([NH:28][C:29]1[CH:34]=[C:33]([N:35]2[CH2:40][CH2:39][CH:38]([C:41]([F:44])([F:43])[F:42])[CH2:37][CH2:36]2)[CH:32]=[CH:31][C:30]=1[NH:45][CH3:46])=S>CC#N>[Cl:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][NH:16][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:13][C:12]=1[NH:25][CH:26]1[NH:28][C:29]2[CH:34]=[C:33]([N:35]3[CH2:40][CH2:39][CH:38]([C:41]([F:44])([F:43])[F:42])[CH2:37][CH2:36]3)[CH:32]=[CH:31][C:30]=2[N:45]1[CH3:46]

参加物

4

反応物 2

HCID 12734Diisopropylcarbodiimide2 回HCID 86674333HCID 86674333、化合物

生成物 1

HCID 71074099N-{4-Chloro-3-[3-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzyl}-2,2-dimethyl-propionamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

DIC (130 μL, 0.8 mmol) was added to N-(4-chloro-3-{3-[2-methylamino-5-(4-trifluoromethyl-piperidin-1-yl)-phenyl]-thioureido}-benzyl)-2,2-dimethyl-propionamide (180 mg, 0.3 mmol) in MeCN. The reaction mixture was heated at 60° C.-80° C. for one week (additional DIC (2.5 ml) was added). The mixture was cooled to rt and concentrated. The residue was treated with MeCN, filtered and washed. The filtercake was diluted with dioxane and HCOOH and lyophilized to give the title compound.

後処理

  1. temperatureThe reaction mixture was heated at 60° C.-80° C. for one week
  2. concentrationconcentrated
  3. additionThe residue was treated with MeCN
  4. filtrationfiltered
  5. washwashed
  6. additionThe filtercake was diluted with dioxane and HCOOH

出典と根拠

ORDレコード
ord-b636b1e90650475a9ea9a44ac5840d7b
出典データセット
uspto-grants-2013_06
特許番号
US08466186B2

反応ノート

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