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

HRID 421164

反応式

HRID 421164 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-3a6c480d5eb54b2885cc3089b1314ba3
出典データセット
uspto-grants-2012_01
特許番号
US08097759B2

関連ノート

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