反応式
[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[N:7]([CH2:13][C:14]([OH:16])=O)[C:6]=2[CH:5]=[CH:4][C:3]=1[C:17]#[N:18].CCN=C=NCCCN(C)C.Cl.[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]([NH:39][NH2:40])=O.S(Cl)(C1C=CC(C)=CC=1)(=O)=O>C(#N)C.C1COCC1>[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[N:7]([CH2:13][C:14]3[O:16][C:37]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][N:31]=4)=[N:39][N:40]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[C:17]#[N:18]参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
(4-Chloro-5-cyano-2-ethyl-1H-benzimidazol-1-yl)acetic acid (0.017 g, 0.065 mmol) and EDCl (0.014 mg, 0.072 mmol) were combined in acetonitrile (3 mL) and stirred at rt for 3 min. 2-Pyridinecarbohydrazide (0.0094 g, 0.068 mmol) was added next and the resulting mixture was stirred for 60 min. To this solution was added THF (THF 3 mL) followed by tosyl chloride (0.015 g, 0.078 mmol) and P-BEMP (0.148 g, 0.325 mmol, 2.2 mmol/g resin load). The reaction vessel was sealed and heated to 100° C. in a microwave for 5 min. The resin was filtered away and washed with CH2Cl2 (×2). The concentrated filtrate was purified (SiO2, 25% EtOAc/hexanes) to afford the title compound (0.004 g): MS (APCl) m/z 365 (M+1).
後処理
- stirringthe resulting mixture was stirred for 60 min
- customThe reaction vessel was sealed
- temperatureheated to 100° C. in a microwave for 5 min
- filtrationThe resin was filtered away
- washwashed with CH2Cl2 (×2)
- customThe concentrated filtrate was purified (SiO2, 25% EtOAc/hexanes)
出典と根拠
- ORDレコード
- ord-b6f1e7a83f6643b69a7dd1dc1c62c082
- 出典データセット
- uspto-grants-2011_09
- 特許番号
- US08026262B2
関連ノート
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