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[ CAS No. 76537-23-0 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 76537-23-0
Chemical Structure| 76537-23-0
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Product Details of [ 76537-23-0 ]

CAS No. :76537-23-0MDL No. :MFCD09909644
Formula : C6H4ClN3 Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :153.57Pubchem ID :12841572
Synonyms :

Computed Properties of [ 76537-23-0 ]

TPSA : 30.2 H-Bond Acceptor Count : 2
XLogP3 : 1.7 H-Bond Donor Count : 0
SP3 : 0.00 Rotatable Bond Count : 0

Safety of [ 76537-23-0 ]

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 [ 76537-23-0 ]

  • Upstream synthesis route of [ 76537-23-0 ]
  • Downstream synthetic route of [ 76537-23-0 ]

[ 76537-23-0 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 33332-29-5 ]
  • [ 2032-35-1 ]
  • [ 76537-23-0 ]
YieldReaction ConditionsOperation in experiment
49.75% With hydrogen bromide In isopropyl alcohol at 80℃; compound 5-a (2.6g, 20mmol), 2- bromo-1,1-diethoxyethane (12.0g, 60.89mmol) was dissolved in 30ml isopropanol was then added a solution of hydrogen bromide (10.5g, 62.22mmol), 80 deg. C stirred overnight. Completion of the reaction, cooled to room temperature, adjusted to pH 8 sodium hydrogen carbonate, extracted with dichloromethane, the combined organic phases separated, concentrated under reduced pressure to give a crude product which, by Combi-flash chromatography [DCM: MeOH = 90: 10 ~ 70: 30 ] to give a brown solid compound 16-b (2.3g), was used directly in the next reaction. Yield: 49.75percent, purity 96.63percent.
Reference: [1] Patent: CN105524068, 2016, A, . Location in patent: Paragraph 0286; 0287
[2] Journal of Medicinal Chemistry, 1983, vol. 26, # 3, p. 357 - 363
  • 2
  • [ 107-20-0 ]
  • [ 33332-29-5 ]
  • [ 76537-23-0 ]
YieldReaction ConditionsOperation in experiment
33% at 100℃; for 16 h; To a solution of 5-chloropyrazin-2-amine (2.5 g, 19.3 mmol) in IPA (25 mL) was added 2-chloroacetaldehyde (5.68 g, 28.95 mmol). The resulting mixture was stirred at 100 °C for 16 hours to give a black suspension. The reaction solution was cooled to room temperature and concentrated to give a residue. The residue was dissolved in EtOAc (150 mL) and K2C03 aqueous (60 mL). After separatation, the organic layer was washed with brine (50 mL x 2), dried over anhydrous Na2504, filtered and concentrated to give a crude product. The crudeproduct was purified by silica gel column with EtOAc in PE = (10percent to 50percent) to give 6- chloroimidazo[1,2-alpyrazine (1000 mg, 33percent yield) as a solid. ‘H NMR (400 MHz, CDC13) ö11 8.94 (s, 1H), 8.20 (s, 1H), 7.88 (s, 1H), 7.73 (s, 1H). LCMS R = 0.174 mm in 1.5 mm chromatography, MS ESI calcd. for C6H5C1N3 [M+H1 154.0, found 153.8.
Reference: [1] Patent: WO2018/98500, 2018, A1, . Location in patent: Page/Page column 93; 94; 124
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