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[ CAS No. 142356-34-1 ] {[proInfo.proName]}

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Chemical Structure| 142356-34-1
Chemical Structure| 142356-34-1
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Product Details of [ 142356-34-1 ]

CAS No. :142356-34-1 MDL No. :MFCD22576425
Formula : C12H24BrNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :VKBIPAHIGAUNSX-UHFFFAOYSA-N
M.W : 294.23 Pubchem ID :10108474
Synonyms :

Safety of [ 142356-34-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 142356-34-1 ]

* 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 [ 142356-34-1 ]

[ 142356-34-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 173436-02-7 ]
  • [ 142356-34-1 ]
YieldReaction ConditionsOperation in experiment
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran; acetonitrile for 24h;
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 13h; 18.1 A solution of 7- [ (tert-butoxycarbonyl) amino] heptanoic acid (25g) in THF (1500ml) was cooled to 0°C under nitrogen atmosphere. Borane-dimethyl sulfide complex (29ml) was added to the solution. The mixture was stirred at 0°C for 2h. IN-aqueous solution of sodium hydroxide (326ml) was added to the mixture at 5-10°C over lh. The mixture was stirred at room temperature for lh. Then THF was removed in vacuo. The remaining aqueous solution was extracted with Et20. The combined organic layer was washed with brine. The organic layer was dried over magnesium sulfate, and evaporated in vacuo to give crude colorless oil (24. 1g). The crude oil was dissolved in THF (500ml) under nitrogen atmosphere. Triphenylphosphine (34.7g) and carbon tetrabromide (43. 9g) were added to the solution at room temperature, and the mixture was stirred at room temperature for 13h. The reaction mixture was filtered, and the filtrate was evapolated in vacuo. The residue was purified with silica gel chromatography (AcOEt/hexane =1/10 to 1/4 elution) to give tert-butyl (7-bromoheptyl) carbamate (22.6g). mp. 48-49C
  • 2
  • [ 60142-89-4 ]
  • [ 142356-34-1 ]
  • 3
  • [ 866638-72-4 ]
  • [ 142356-34-1 ]
  • tert-butyl (6-(4-iodo-3-(trifluoromethyl)-1H-pyrazol-1-yl)hexyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% With Cs2CO3; sodium iodide In N,N-dimethyl-formamide at 100℃; for 1h; 508.2 Step 2. Synthesis of tert-butyl (6- (4-iodo-3- (trifluoromethyl) -1H-pyrazol-1-yl) hexyl) carbamate To a mixture of 4-iodo-3- (trifluoromethyl) -1H-pyrazole (500 mg, 1.9 mmol) and tert-butyl N- (7-bromoheptyl) carbamate (618 mg, 2.1 mmol) in DMF (10 mL) were added NaI (429 mg, 2.8 mmol) and Cs 2CO 3 (1.24 g, 3.8 mmol). After the reaction was stirred at 100 °C for 1 h, it was quenched with water, and extracted with EtOAc. The organic phase was washed with water, dried over Na 2SO 4, filtered, and concentrated. The resulting residue was purified by reverse phase chromatography (0-70%MeCN in H 2O) to provide the title compound (500 mg, yield: 57%) as bright oil. MS (ESI) m/z = 462.1 [M+H] +.
57% With Cs2CO3; sodium iodide In N,N-dimethyl-formamide at 100℃; for 1h; 508.2 Step 2. Synthesis of tert-butyl (6- (4-iodo-3- (trifluoromethyl) -1H-pyrazol-1-yl) hexyl) carbamate To a mixture of 4-iodo-3- (trifluoromethyl) -1H-pyrazole (500 mg, 1.9 mmol) and tert-butyl N- (7-bromoheptyl) carbamate (618 mg, 2.1 mmol) in DMF (10 mL) were added NaI (429 mg, 2.8 mmol) and Cs 2CO 3 (1.24 g, 3.8 mmol). After the reaction was stirred at 100 °C for 1 h, it was quenched with water, and extracted with EtOAc. The organic phase was washed with water, dried over Na 2SO 4, filtered, and concentrated. The resulting residue was purified by reverse phase chromatography (0-70%MeCN in H 2O) to provide the title compound (500 mg, yield: 57%) as bright oil. MS (ESI) m/z = 462.1 [M+H] +.
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