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Chemical Structure| 132392-28-0 Chemical Structure| 132392-28-0

Structure of 132392-28-0

Chemical Structure| 132392-28-0

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Product Details of [ 132392-28-0 ]

CAS No. :132392-28-0
Formula : C16H21BrO
M.W : 309.24
SMILES Code : CC1(C)CCC(C)(C)C2=CC=C(C(CBr)=O)C=C12
MDL No. :MFCD00178768

Safety of [ 132392-28-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 132392-28-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 132392-28-0 ]

[ 132392-28-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 214834-18-1 ]
  • [ 132392-28-0 ]
  • [ 1124150-29-3 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; In tetrahydrofuran; ethanol; at 20℃; for 2.5h; A vessel was charged with 2-bromo-l -(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethan-l-one (0.70 g, 2.3 mmol), thioamide (See Example 1 Step 9, 0.83 g, 3.4 mmol), and NaHCO3 (0.21 g, 2.5 mmol), the materials dissolved in 1:1 ethyl alcohol/THP (15 mL). The resulting solution was stirred at RT for 2.5 hours, diluted with water(50 mL), followed by aqueous/EtOAc work-up and silica gel chromatography (diethyl ether: hexanes (1:4)) to afford the titled compound.
  • 2
  • [ 214834-18-1 ]
  • [ 132392-28-0 ]
  • [ 926891-62-5 ]
YieldReaction ConditionsOperation in experiment
In ethanol; for 15h;Reflux; 4-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]-piperidine hydrobromide ("C1”) 14.2 g (31.2 mmol) of 2-bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone and 7.6 g (31.2 mmol) of <strong>[214834-18-1]tert-butyl 4-thiocarbamoylpiperidine-1-carboxylate</strong> are suspended in 210 ml of ethanol and refluxed for 15 h. The reaction mixture is cooled to room temperature and evaporated. The oily residue is stirred with 50 ml of acetonitrile, the solid is filtered off with suction and washed with acetonitrile and diethyl ether. The residue is dried in vacuo. Yield: 10.3 g, white solid. The product is in the form of the hydrobromide; ESI: 355 (M+H); HPLC: Rt.=2.93 min.
  • 3
  • [ 214834-18-1 ]
  • [ 132392-28-0 ]
  • [ 927020-22-2 ]
YieldReaction ConditionsOperation in experiment
In ethanol;Reflux; Preparation of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine 6.12 g (12.28 mmol) of 2-bromo-1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethanone and 3 g (12.28 mmol) of <strong>[214834-18-1]4-thiocarbamoylpiperidine-1-carboxylic acid tert-butyl ester</strong> were suspended in 50 ml of ethanol and refluxed overnight. The reaction mixture was cooled and evaporated. The residue was slurried using a little EA and PE, digested and filtered off with suction. The solid was suspended in 180 ml of EA, washed with 60 ml of a saturated sodium hydrogencarbonate solution. The organic phase was dried over sodium sulfate, filtered and evaporated. 3.70 g, brown oil. LCMS: 355 (M+H), HPLC: Rt.=2.65 min (method B). 1H NMR (400 MHz, DMSO/deuterated TFA) δ=7.95-7.88 (m, 2H), 7.69 (dd, J=8.2, 1.8, 1H), 7.39 (d, J=8.3, 1H), 3.51-3.40 (m, 3H), 3.19-3.05 (m, 2H), 2.36-2.24 (m, 2H), 2.10-1.95 (m, 2H), 1.70 (s, 4H), 1.30 (d, J=15.7, 12H).
 

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