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3-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-acrylic acid ethyl ester → 3-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid ethyl ester

HRID 1438312
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HRID 1438312 반응식
[CH2:1]([O:3][C:4](=[O:19])[CH:5]=[CH:6][C:7]1[CH:8]=[N:9][C:10]([C:14]([C:17]#[N:18])([CH3:16])[CH3:15])=[C:11]([Cl:13])[CH:12]=1)[CH3:2].[H][H]>[OH-].[OH-].[Pd+2].C(O)C>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH2:6][C:7]1[CH:8]=[N:9][C:10]([C:14]([C:17]#[N:18])([CH3:15])[CH3:16])=[C:11]([Cl:13])[CH:12]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 670843503-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-acrylic acid ethyl esterHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 587640323-[5-Chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-propionic acid ethyl ester

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매

실험 절차

To a solution of 3-[5-chloro-6-(cyano-dimethyl-methyl)-pyridin-3-yl]-acrylic acid ethyl ester (0.74 g, 2.65 mmol) from step 3 above was added ethanol (10 mL) and Pd(OH)2/C (0.37 g). The reaction was placed under a hydrogen atmosphere using a balloon filled with hydrogen. The slurry was stirred vigorously for 1 hour. The reaction was filtered to remove all of the solids, and the liquid was concentrated to an white solid which was used in next reaction without further purification. 1H NMR (400 MHz, CDCl3): δ 1.25 (t, J=7.7 Hz, 3H), 1.85 (s, 6H), 2.62-2.66 (m, 2H), 2.92-2.98 (m, 2H), 4.15 (q, J=14, 7.7 Hz, 2H), 7.61 (d, J=2 Hz, 1H), 8.3 (d, J=2 Hz, 1H). ESIMS (MH+): 289.

후처리

  1. filtrationThe reaction was filtered
  2. customto remove all of the solids
  3. concentrationthe liquid was concentrated to an white solid which
  4. customwas used in next reaction without further purification

출처 및 근거

ORD 기록
ord-8782ad0fe9354c1d8281472e8edde533
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07622605B2

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