Acetonitrile → 2-Amino-4-[(1,1-dimethyl)ethyl]-5-piperidinothiazole

HRID 421164

반응식

HRID 421164 반응식
[NH2:1][C:2]1[S:3][C:4](Br)=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[N:6]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+].C(#N)C>O>[NH2:1][C:2]1[S:3][C:4]([N:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[N:6]=1

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 8082PiperidineHCID 11430Potassium CarbonateHCID 7291355-Bromo-4-tert-butyl-1,3-thiazol-2-amine

생성물 1

HCID 858234922-Amino-4-[(1,1-dimethyl)ethyl]-5-piperidinothiazole수율 79.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2-amino-5-bromo-4-[(1,1-dimethyl)ethyl]thiazole (0.10 g, 0.42 mmol), piperidine (0.1 mL), potassium carbonate (0.20 g) and acetonitrile (4 mL) was refluxed for 3 hours. The reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=2:1) to give the title compound (80.7 mg, 79.3%) as a yellow crystal.

후처리

  1. temperaturewas refluxed for 3 hours
  2. extractionextracted with ethyl acetate
  3. washAfter the organic layer was washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe residue obtained by evaporation under reduced pressure
  6. customwas purified by chromatography on silica gel (n-hexane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-3a6c480d5eb54b2885cc3089b1314ba3
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08097759B2

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