O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 2-Amino-N-{4-chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-3,3,3-trifluoro-2-methylpropanamide

HRID 1258631ノート

反応式

HRID 1258631 の反応式
CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[NH2:23][C:24]([CH3:32])([C:28]([F:31])([F:30])[F:29])[C:25](O)=[O:26].[Cl:33][C:34]1[CH:41]=[CH:40][C:37]([CH2:38][NH2:39])=[CH:36][C:35]=1[NH:42][C:43]1[N:47]([CH3:48])[C:46]2[CH:49]=[C:50]([N:54]3[CH2:59][CH2:58][CH2:57][CH:56]([C:60]([F:63])([F:62])[F:61])[CH2:55]3)[C:51]([Cl:53])=[CH:52][C:45]=2[N:44]=1>CN(C=O)C>[NH2:23][C:24]([CH3:32])([C:28]([F:31])([F:30])[F:29])[C:25]([NH:39][CH2:38][C:37]1[CH:40]=[CH:41][C:34]([Cl:33])=[C:35]([NH:42][C:43]2[N:47]([CH3:48])[C:46]3[CH:49]=[C:50]([N:54]4[CH2:59][CH2:58][CH2:57][CH:56]([C:60]([F:63])([F:62])[F:61])[CH2:55]4)[C:51]([Cl:53])=[CH:52][C:45]=3[N:44]=2)[CH:36]=1)=[O:26]

参加物

5

反応物 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 53117993,3,3-Trifluoro-2-aminoisobutyrateHCID 679582014-Chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzylamine

生成物 1

HCID 866743312-Amino-N-{4-chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-3,3,3-trifluoro-2-methylpropanamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

TBTU (106 mg, 0.3 mmol) followed by TEA (126 μL, 0.9 mmol) were added to 2-amino-3,3,3-trifluoro-2-methylpropanoic acid (57 mg, 0.4 mmol) in DMF (2 mL). After 5 min at rt a mixture of 4-chloro-3-[5-chloro-1-methyl-6-(3-(trifluoromethyl)piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzylamine (142 mg, 0.3 mmol) and DMF (2 mL) was added to the reaction mixture and stirred at rt overnight. The reaction mixture was purified by chromatography to give the title compound.

後処理

  1. additionwas added to the reaction mixture
  2. customThe reaction mixture was purified by chromatography

出典と根拠

ORDレコード
ord-2a80c969827341c58785b4583513558d
出典データセット
uspto-grants-2013_06
特許番号
US08466186B2

反応ノート

読み込み中…