Ammonium Chloride → 5-(2-Amino-5-phenoxy-phenyl)-4-cyano-pentanoic acid cyclohexyl-methyl-amide

HRID 502888노트

반응식

HRID 502888 반응식
[CH:1]1([N:7]([CH3:32])[C:8](=[O:31])[CH2:9][CH2:10][CH:11]([C:29]#[N:30])[CH2:12][C:13]2[CH:18]=[C:17]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:16]=[CH:15][C:14]=2[N+:26]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-].[NH4+]>[Zn].CO>[CH:1]1([N:7]([CH3:32])[C:8](=[O:31])[CH2:9][CH2:10][CH:11]([C:29]#[N:30])[CH2:12][C:13]2[CH:18]=[C:17]([O:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:16]=[CH:15][C:14]=2[NH2:26])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 672695344-Cyano-5-(2-nitro-5-phenoxy-phenyl)-pentanoic acid cyclohexyl-methyl-amide

생성물 1

HCID 672689265-(2-Amino-5-phenoxy-phenyl)-4-cyano-pentanoic acid cyclohexyl-methyl-amide

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

4-cyano-5-(2-nitro-5-phenoxy-phenyl)-pentanoic acid cyclohexyl-methyl-amide (0.200 g, 0.46 mmol), ammonium chloride (0.31 g, 5.75 mmol) and methanol (3.0 mL) were added to a round bottom flask followed by addition of powdered zinc (0.4 g). The vessel was equipped with a condenser and the reaction was headed to reflux for 2 h followed by filtration through a pad of Celite®. The solvent was removed and the resulting residue was dissolved in ethyl acetate, then washed 3 times with 10% sodium carbonate solution. The organic layer was dried with sodium sulfate, filtered and the solvent was removed under reduced pressure. The resulting residue was used in subsequent steps without further purification.

후처리

  1. customThe vessel was equipped with a condenser
  2. temperatureto reflux for 2 h
  3. filtrationfollowed by filtration through a pad of Celite®
  4. customThe solvent was removed
  5. dissolutionthe resulting residue was dissolved in ethyl acetate
  6. washwashed 3 times with 10% sodium carbonate solution
  7. dry with materialThe organic layer was dried with sodium sulfate
  8. filtrationfiltered
  9. customthe solvent was removed under reduced pressure
  10. customThe resulting residue was used in subsequent steps without further purification

출처 및 근거

ORD 기록
ord-512793aa975a44168f3ad9e4ca2fc29b
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776882B2

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