反応式
[CH2:1]([C:3]1[S:4][C:5]2[C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=[C:8]([O:15][CH3:16])[C:6]=2[N:7]=1)[CH3:2].C(Cl)(=O)C(Cl)=O.[NH2:23][C:24]1[N:28]([CH3:29])[N:27]=[CH:26][C:25]=1[C:30]#[N:31]>ClCCl.CN(C)C=O>[C:30]([C:25]1[CH:26]=[N:27][N:28]([CH3:29])[C:24]=1[NH:23][C:12]([C:11]1[C:5]2[S:4][C:3]([CH2:1][CH3:2])=[N:7][C:6]=2[C:8]([O:15][CH3:16])=[CH:9][CH:10]=1)=[O:14])#[N:31]参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
To a suspension of 2-ethyl-4-methoxybenzothiazole-7-carboxylic acid (0.1 g) in dichloromethane (10 ml) was added oxalyl chloride (1.0 ml) and dimethylformamide (1 drop). The reaction was stirred at room temperature for 16 hrs, and then the solvent was removed in vacuo to yield a brown solid residue. 5-Amino-1-methyl-1H-pyrazole-4-carbonitrile (0.1 g) was taken up in dichloromethane (10 ml) and sodium hexamethyldisilylamine (1.0M in tetrahydrofuran, 0.84 ml) was added. After 5 minutes the acid chloride was added and the reaction stirred at room temperature for 16 hrs. The solvent was removed in vacuo and the product purified by flash chromatography (eluent 50% ethyl acetatethexane-75% ethyl acetate/hexane) to yield the title compound as an off-white solid (0.088 g). TLC Rf 0.13 (50% ethyl acetate/hexane); Mpt 190-191° C.
後処理
- customthe solvent was removed in vacuo
- customto yield a brown solid residue
- stirringthe reaction stirred at room temperature for 16 hrs
- customThe solvent was removed in vacuo
- customthe product purified by flash chromatography (eluent 50% ethyl acetatethexane-75% ethyl acetate/hexane)
出典と根拠
- ORDレコード
- ord-804bd101a72849ae89ecd9eda9936a54
- 出典データセット
- uspto-grants-2001_11
- 特許番号
- US06313116B1
関連ノート
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