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Chemical Structure| 1396779-98-8 Chemical Structure| 1396779-98-8

Structure of 1396779-98-8

Chemical Structure| 1396779-98-8

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Product Details of [ 1396779-98-8 ]

CAS No. :1396779-98-8
Formula : C10H11BrF3N
M.W : 282.10
SMILES Code : FC(C1=CC(Br)=CC(NC(C)C)=C1)(F)F
MDL No. :MFCD21243914

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Application In Synthesis of [ 1396779-98-8 ]

* 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 [ 1396779-98-8 ]

[ 1396779-98-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 130723-13-6 ]
  • [ 75-31-0 ]
  • [ 1396779-98-8 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 115℃;Sealed vessel; Example 17Synthesis of TRV 1 169[00136] TRV 1169 - (4-(3-(isopropylamino)-5-(trifluoromethyl)phenyl)piperazin-l - yl)(phenyl)methanone[00137] Scheme for TRV 1 169[00138] <strong>[130723-13-6]3-bromo-5-fluorobenzotrifluoride</strong> (0.739 g, 3.0 mmol), isopropyl amine (0.40 mL, 4.56 mmol), DIPEA (0.79 mL, 4.56 mmol) and MP (4 mL) were added to a tube. The tube was sealed and heated overnight at 1 15 C. After cooling, the reaction mixture was diluted with water and EtOAc. The aqueous layer was back-extracted with EtOAc (3x). The combined organic layers were then washed with H20, IN HC1 (2x), saturated NaHC03, H20 and brine before drying with Na2S04. The material was filtered and concentrated under reduced pressure to give 0.3379 g of a crude oil. Purification of this material was not required. This aniline (0.3379 g, 1.20 mmol), benzoylpiperazine hydrochloride (0.3264 g, 1.44 mmol) and CS2CO3 (1.17 g, 3.6 mmol) were added to a tube. The tube was evacuated and flushed with argon for three cycles. Toluene (3.6 mL) and NMP (2.2 mL) were then added and the mixture was degassed with argon for 30 minutes. Pd2(dba)3 (0.0219 g, 0.024 mmol) and BENAP (0.0299 g, 0.048 mmol) were then added, the tube was sealed and heated overnight at 100 C. After cooling, the mixture was diluted with water and EtOAc. The aqueous layer was back-extracted with EtOAc (3x). The combined organic layers were then washed with H20, IN HC1 (2x), saturated NaHC03, H20 and brine before drying with Na2S04. The material was filtered and concentrated under reduced pressure to give a crude oil. Purification of this material via flash chromatography (30 % EtOAc / hexane) have 0. 1 142 g (24 % yield) of TRV 1 169, (4-(3- (isopropylamino)-5-(trifluoromethyl)phenyl)piperazin- l -yl)(phenyl)methanone.[00139] NMR (700 MHz, CDC13) delta = 7.46-7.41 (m, 5H), 6.45 (s, 1 H), 6.35 (s, 1 H), 6.21 (s, 1 H), 3.93 (br s, 2H), 3.65-3.60 (m, 2H), 3.58 (br s, 2H), 3.26 (br s, 2H), 3. 1 2 (br s, 2H), 1 .70 (d, 6.3Hz, 6H).
 

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