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Sodium Cyanide → HCID 49862367, 화합물

HRID 733167
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HRID 733167 반응식
[C-:1]#[N:2].[Na+].[CH:4]([C:7]1[CH:8]=[C:9]([C:13]2[CH:18]=[C:17]([CH2:19][CH2:20][CH3:21])[N:16]=[C:15](S(C)(=O)=O)[N:14]=2)[CH:10]=[CH:11][CH:12]=1)([CH3:6])[CH3:5]>CS(C)=O>[CH:4]([C:7]1[CH:8]=[C:9]([C:13]2[CH:18]=[C:17]([CH2:19][CH2:20][CH3:21])[N:16]=[C:15]([C:1]#[N:2])[N:14]=2)[CH:10]=[CH:11][CH:12]=1)([CH3:6])[CH3:5]
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참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 69048427HCID 69048427, 화합물

생성물 1

HCID 49862367HCID 49862367, 화합물수율 93.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Sodium cyanide (65 mg, 1.32 mmol) was added at room temperature to 4-(3-isopropyl-phenyl)-2-methanesulfonyl-6-propyl-pyrimidine (211 mg) in DMSO (2 mL). The mixture was stirred at room temperature for 2 hours, then partitioned between ethyl acetate and water. The aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was chromatographed over silica gel (eluent: Cyclohexane/Ethyl acetate 7/3) to afford a pink oil which crystallised in pentane. After filtration, 4-(3-isopropyl-phenyl)-2-cyano-6-propyl-pyrimidine (164 mg) was obtained as an off white solid (mp=64° C.).

후처리

  1. custompartitioned between ethyl acetate and water
  2. extractionThe aqueous layer was extracted twice with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was chromatographed over silica gel (eluent: Cyclohexane/Ethyl acetate 7/3)
  8. customto afford a pink oil which
  9. customcrystallised in pentane
  10. filtrationAfter filtration

출처 및 근거

ORD 기록
ord-751c1c61de244f20b493bef212de509f
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07589095B2

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