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

HRID 17122노트

반응식

HRID 17122 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ce0c7b6a42424c1daee10e27ad827688
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737160B2

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