Acetyl chloride → n-(4-Amino-5-cyano-6-ethylpyridin-2-yl)acetamide

HRID 1364534노트

반응식

HRID 1364534 반응식
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH2:10][CH3:11])[N:5]=[C:4]([NH2:12])[CH:3]=1.[C:13](Cl)([CH3:15])=[O:14]>N1C=CC=CC=1>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH2:10][CH3:11])[N:5]=[C:4]([NH:12][C:13](=[O:14])[CH3:15])[CH:3]=1

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 451224114,6-Diamino-2-ethyl-nicotinonitrile

생성물 1

HCID 66920553n-(4-Amino-5-cyano-6-ethylpyridin-2-yl)acetamide수율 68%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

The 4,6-diamino nicotinonitrile from Example 101A (35 mg, 0.22 mmol) was dissolved in 0.5 mL of anhydrous pyridine. AcCl was then dropped in until the TLC shows the starting material was completely consumed (appr. 150 μL of AcCl used). Water was then added, the light-yellow precipitate was collected through filtration and dried in vacuum oven to provide the titled compound (30 mg, 68% yield). 1H NMR (300 MHz, DMSO-d6) δ 10.28 (s, 1H), 7.39 (s, 1H), 6.82 (s, 2H), 2.66 (q, J=7.5 Hz, 2H), 2.06 (s, 3H), 1.19 (t, J=7.5 Hz, 3H). MS (ESI) m/e 205 (M+H)+.

후처리

  1. customwas completely consumed (appr. 150 μL of AcCl used)
  2. additionWater was then added
  3. filtrationthe light-yellow precipitate was collected through filtration
  4. customdried in vacuum oven

출처 및 근거

ORD 기록
ord-af22593d54de447992803a4fa80028ad
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888374B2

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