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[ CAS No. 1035219-96-5 ]

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2D
Chemical Structure| 1035219-96-5
Chemical Structure| 1035219-96-5
Structure of 1035219-96-5 *Storage: {[proInfo.prStorage]}

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Product Details of [ 1035219-96-5 ]

CAS No. :1035219-96-5MDL No. :MFCD14706758
Formula : C6H5BrN2OS Boiling Point : 487.7°C at 760 mmHg
Linear Structure Formula :-InChI Key :-
M.W :233.09Pubchem ID :52988181
Synonyms :

Computed Properties of [ 1035219-96-5 ]

TPSA : 70.2 H-Bond Acceptor Count : 3
XLogP3 : 1.7 H-Bond Donor Count : 1
SP3 : 0.33 Rotatable Bond Count : 0

Safety of [ 1035219-96-5 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1035219-96-5 ]

  • Upstream synthesis route of [ 1035219-96-5 ]
  • Downstream synthetic route of [ 1035219-96-5 ]

[ 1035219-96-5 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 26493-11-8 ]
  • [ 1035219-96-5 ]
YieldReaction ConditionsOperation in experiment
55% With copper(ll) bromide; isopentyl nitrite In acetonitrile at 20℃; for 1.5 h; A mixture of intermediate 3 (8 g, 39.8 mmol), copper (II) bromide (10.43 g, 46.68 mmol) and 3-methyl-l-nitrosooxy-butane (6.8 g, 58.35 mmol) in ACN (100 mL) was stirred at room temperature for 1.5 hours. The solvent was evaporated in vacuo. The residue thus obtained was dissolved in AcOEt and washed with H20. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield 5 g (55percent) of intermediate 4 that was used in the next step without further purification.
36% With copper(ll) bromide In tetrahydrofuran at 20℃; for 12 h; Step ii: 2-bromo-6,7-dihydrothiazolo[5,4-clpyridin-4(5H)-one
To a 50 mL round bottom flask, were added 2-amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)- one (0.4 g, 0.0023 mol) and THF (10 mL). To the same flask, amyl nitrite (1.6 mL) and copper (II) bromide (0.4 g) were added. The reaction mixture was stirred at RT for 12 h. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to get crude product. The crude product was purified by column chromatography using 60-120 silica gel and 50 percent ethyl acetate in hexane to get the title compound [0.2 g, 36 percent]. LC-MS: 232.0 [M+H]+.
Reference: [1] Patent: WO2011/73339, 2011, A1, . Location in patent: Page/Page column 43
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 14, p. 4037 - 4043
[3] Patent: WO2015/101928, 2015, A1, . Location in patent: Page/Page column 66; 67
  • 2
  • [ 1312412-89-7 ]
  • [ 1035219-96-5 ]
YieldReaction ConditionsOperation in experiment
55% With copper(ll) bromide; isopentyl nitrite In acetonitrile at 20℃; for 1.5 h; A mixture of intermediate 4 (8 g, 39.8 mmol), copper (II) bromide (10.43 g, 46.68 mmol) and 3-methyl-l-nitrosooxy-butane (6.8 g, 58.35 mmol) in ACN (100 mL) was stirred at room temperature for 1.5 hours. The solvent was evaporated in vacuo. The residue thus obtained was dissolved in AcOEt and washed with H20. The organic layer was separated, dried (Na2S04), filtered and the solvent evaporated in vacuo to yield 5 g (55percent) of intermediate 6 that was used in the next step without further purification.
Reference: [1] Patent: WO2011/73347, 2011, A1, . Location in patent: Page/Page column 34
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 18, p. 7243 - 7259
[3] Patent: US2012/252800, 2012, A1, . Location in patent: Page/Page column 15
  • 3
  • [ 845267-78-9 ]
  • [ 1035219-96-5 ]
Reference: [1] Patent: WO2011/73339, 2011, A1,
[2] Patent: WO2011/73347, 2011, A1,
[3] Patent: US2012/252800, 2012, A1,
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 14, p. 4037 - 4043
[5] Patent: WO2015/101928, 2015, A1,
  • 4
  • [ 1312412-87-5 ]
  • [ 1035219-96-5 ]
Reference: [1] Patent: WO2011/73339, 2011, A1,
[2] Patent: WO2011/73347, 2011, A1,
[3] Patent: US2012/252800, 2012, A1,
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 14, p. 4037 - 4043
[5] Patent: WO2015/101928, 2015, A1,
  • 5
  • [ 1312412-88-6 ]
  • [ 1035219-96-5 ]
Reference: [1] Patent: WO2011/73339, 2011, A1,
[2] Patent: WO2011/73347, 2011, A1,
[3] Patent: US2012/252800, 2012, A1,
[4] Patent: WO2015/101928, 2015, A1,
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