Acetyl chloride → N-[5-(2-Acetylamino-4-pyridyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-YL]acetamide

HRID 1727359

反応式

HRID 1727359 の反応式
[NH2:1][C:2]1[S:3][C:4]([C:15]2[CH:20]=[CH:19][N:18]=[C:17]([NH2:21])[CH:16]=2)=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[N:6]=1.[C:22](Cl)(=[O:24])[CH3:23].C(=O)([O-])O.[Na+].CN(C)[C:33](=[O:35])[CH3:34]>CN(C)C1C=CN=CC=1>[C:22]([NH:21][C:17]1[CH:16]=[C:15]([C:4]2[S:3][C:2]([NH:1][C:33](=[O:35])[CH3:34])=[N:6][C:5]=2[C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[CH:20]=[CH:19][N:18]=1)(=[O:24])[CH3:23]

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 31374DimethylacetamideHCID 516892Sodium BicarbonateHCID 99660384-[2-Amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamine

生成物 1

HCID 53432164N-[5-(2-Acetylamino-4-pyridyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-YL]acetamide収率 58%

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

反応条件

温度
70 °C

実験手順

To a solution of 4-[2-amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamine (0.40 g, 1.4 mmol) and 4-dimethylaminopyridine (0.055 g, 0.45 mmol) in N,N-dimethylacetamide (10 mL) was added acetyl chloride (0.3 mL, 4.2 mmol), and the mixture was stirred for 14 hours at 70° C. An aqueous sodium hydrogen carbonate solution was poured into the reaction mixture, and extracted with ethyl acetate. The extracts were washed with brine, then, dried and concentrated. The crude crystal was recrystallized from ethanol to obtain a title compound (0.30 g, yield 58%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extracts were washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe crude crystal was recrystallized from ethanol

出典と根拠

ORDレコード
ord-bfd3eac912c047cb81685582468560e3
出典データセット
uspto-grants-2009_02
特許番号
US07495018B2

関連ノート

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