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Chemical Structure| 69684-69-1 Chemical Structure| 69684-69-1

Structure of 69684-69-1

Chemical Structure| 69684-69-1

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Product Details of [ 69684-69-1 ]

CAS No. :69684-69-1
Formula : C5H10ClNO2
M.W : 151.59
SMILES Code : O=C([C@H]1NCC1)OC.[H]Cl
MDL No. :MFCD07369973

Safety of [ 69684-69-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Application In Synthesis of [ 69684-69-1 ]

* 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 [ 69684-69-1 ]

[ 69684-69-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 67-56-1 ]
  • [ 2133-34-8 ]
  • [ 69684-69-1 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; at 20℃; for 3h; SYNTHETIC EXAMPLES; Example 1; Synthesis of (S)-1-[(R)-7-(3,5-Dichloro-phenyl)-5-methyl-6-oxo-5-(4-pyrimidin-5-yl-benzyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-sulfonyl]-azetidine-2-carboxylic acid; Thionyl chloride (0.144 mL) was added to a solution of (S)-(-)-2-azetidinecarboxylic acid (0.1 g, 0.99 mmol) in CH3OH (4 mL) and stirred at room temperature for 3 h. The volatiles were removed in vacuo to afford 0.180 g of the desired (s)-(-)-azetidine carboxylic acid methyl ester hydrochloride, which was used without further purification.
  • 2
  • [ 59237-53-5 ]
  • [ 69684-69-1 ]
  • [ 1236119-53-1 ]
YieldReaction ConditionsOperation in experiment
92% (S)-methyl azetidine-2-carboxylate hydrochloride (1 g, 6.60 mmol) was diluted with Tetrahydrofuran (Volume: 20 ml) and treated with TRIETHYLAMINE (0.919 ml, 6.60 mmol). The reaction mixture was stirred vigorously and sonicated periodically, until a fine suspension resulted. This was stirred for 1 h and filtered through a small plug of celite. The plug was washed well with THF (20 mL) and the combined filtrate and washes were treated with <strong>[59237-53-5]methyl 6-chloro-5-nitronicotinate</strong> (0.714 g, 3.30 mmol). The reaction mixture was concentrated in vacuo and heated briefly (5 min) to 80° C. LCMS showed complete conversion. The reaction mixture was diluted with DCM (10 mL) and purified using flash column chromatography on silica gel (80 g SiO2, 20-30percent ethyl acetate in hexanes) to afford the title compound (S)-methyl 6-(2-(methoxycarbonyl)azetidin-1-yl)-5-nitronicotinate (0.90 g, 3.05 mmol, 92percent yield) as a yellow oil. [M+H] calc'd for C12H13N3O6, 295; found, 295.
 

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