4-t-Butylbenzenesulfonyl chloride → Methyl 3-(4-tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylate

HRID 1925727

反応式

[NH2:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[S:4][C:3]=1[C:11]([O:13][CH2:14]C)=[O:12].[C:16]([C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:17]>N1C=CC=CC=1.O>[C:16]([C:20]1[CH:25]=[CH:24][C:23]([S:26]([NH:1][C:2]2[C:10]3[C:5](=[N:6][CH:7]=[CH:8][CH:9]=3)[S:4][C:3]=2[C:11]([O:13][CH3:14])=[O:12])(=[O:28])=[O:27])=[CH:22][CH:21]=1)([CH3:19])([CH3:17])[CH3:18]

参加物

実験手順

To a solution of ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate (0.3 g; 1.35 mmol) in pyridine (10 mL) was added 4-tert-butylbenzenesulfonyl chloride (0.48 g; 2.03 mol). The reaction was stirred at room temperature for 18 hours and then diluted with water and extracted with ethyl acetate. The organic layer was separated and successively washed with aqueous hydrochloric acid (2N) and aqueous saturated sodium chloride solution, dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The crude residue was purified by silica gel chromatography eluting with hexanes/ethyl acetate to yield the title compound as a white solid (0.070 g).

後処理

extractionextracted with ethyl acetate
customThe organic layer was separated
washsuccessively washed with aqueous hydrochloric acid (2N) and aqueous saturated sodium chloride solution
dry with materialdried over magnesium sulfate
filtrationfiltered
customevaporated under reduced pressure
customThe crude residue was purified by silica gel chromatography
washeluting with hexanes/ethyl acetate

出典と根拠

ORDレコード: ord-a4869878b4d840e09171b5f06e6b4f2c
出典データセット: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08178699B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

関連ノート