Acetyl chloride → n-[4-(4-Aminothieno[3,2-c]pyridin-3-yl)phenyl]acetamide

HRID 2390619ノート

反応式

HRID 2390619 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[C:13]([NH2:17])=[N:14][CH:15]=[CH:16][C:11]=3[S:10][CH:9]=2)=[CH:4][CH:3]=1.CN1CC[O:22][CH2:21][CH2:20]1.C(Cl)(=O)C>C1COCC1>[NH2:17][C:13]1[C:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:21](=[O:22])[CH3:20])=[CH:7][CH:6]=3)=[CH:9][S:10][C:11]=2[CH:16]=[CH:15][N:14]=1

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 79724-MethylmorpholineHCID 184507533-(4-Aminophenyl)thieno(3,2-c)pyridin-4-amine

生成物 1

HCID 18451353n-[4-(4-Aminothieno[3,2-c]pyridin-3-yl)phenyl]acetamide収率 95.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A −30° C. solution of Example 17A (0.1 g, 0.41 mmol) and N-methylmorpholine (0.03 mL, 0.41 mmol) in THF (5 mL) was treated dropwise with acetyl chloride (0.03 mL, 0.41 mmol), stirred for 1 hour, warmed to 0° C. over 1 hour, quenched with water, and extracted twice with ethyl acetate. The combined extracts were washed with brine, dried (MgSO4), filtered, and concentrated to provide 111 mg of the desired product. Rf=0.24 (5% methanol/dichloromethane).

後処理

  1. customquenched with water
  2. extractionextracted twice with ethyl acetate
  3. washThe combined extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-ddb5987633a148769b0af9a6fed78df7
出典データセット
uspto-grants-2012_09
特許番号
US08273736B2

反応ノート

読み込み中…