Pyridine → HCID 22283106、化合物

HRID 1062996ノート

反応式

HRID 1062996 の反応式
[NH2:1][C:2]1[S:3][C:4]2[C:10]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=2[N:6]=1.[Cl:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1.N1C=CC=CC=1>ClCCl>[Cl:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:1][C:2]2[S:3][C:4]3[C:10]([N:11]4[CH2:16][CH2:15][O:14][CH2:13][CH2:12]4)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=3[N:6]=2)=[O:26])=[CH:23][CH:22]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 701364-(Chloromethyl)benzoyl chlorideHCID 114028614-Methoxy-7-morpholinobenzo[d]thiazol-2-amine

生成物 1

HCID 22283106HCID 22283106、化合物収率 54%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

and 2-amino-4-methoxy-7-morpholin-4-yl-benzothiazol (1.0 g, 3.8 mmol), 4-(chloromethyl) benzoyl chloride (810 mg, 4.2 mmol) and pyridine (0.36 ml, 4.5 mmol) are reacted in dichloromethane (20 ml) for 18 h. The reaction is quenched with water (25 ml) and brought to pH 8.0 with sodium carbonate. The mixture is extracted with dichloromethane and the combined organic layers are dried and evapoarted to dryness. Flash chromatography (silica, eluent methylene chloride containing 2.5% methanol) affords the product as white crystalls in 54% yield. MS: m/e=418 (M+H+).

後処理

  1. customThe reaction is quenched with water (25 ml)
  2. extractionThe mixture is extracted with dichloromethane
  3. customthe combined organic layers are dried
  4. customFlash chromatography (silica, eluent methylene chloride containing 2.5% methanol) affords the product as white crystalls in 54% yield

出典と根拠

ORDレコード
ord-a0ad0e9dc8864f4b8787e33de5398650
出典データセット
uspto-grants-2005_11
特許番号
US06963000B2

反応ノート

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