Water → HCID 67323440, compound

HRID 1401851Notes

Reaction equation

HRID 1401851 reaction equation
Br[C:2]1[S:3][CH:4]=[C:5]([Br:7])[N:6]=1.Cl.[NH:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1.C(N(CC)CC)C.O>CN(C=O)C>[Br:7][C:5]1[N:6]=[C:2]([N:9]2[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]2)[S:3][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 27632972,4-Dibromo-1,3-thiazoleHCID 30848514-Piperidone hydrochloride

Product 1

HCID 67323440HCID 67323440, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

1 g (4.12 mmol) of 2,4-dibromothiazole was dissolved in 10 ml of DMF, 1.06 g (7.82 mmol) of piperidin-4-one hydrochloride and 2.3 ml (16.47 mmol) of triethylamine were added, and the mixture was stirred at 80° C. for 3 days. The reaction mixture was stirred into 300 ml of water and extracted by shaking with EA. The organic phase was dried over sodium sulfate, filtered and evaporated. The purification was carried out by means of flash chromatography on silica gel.

Workup

  1. extractionextracted
  2. stirringby shaking with EA
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe purification

Sources & evidence

ORD record
ord-9a24ae5764b64fbcb5974be2df6fb266
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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