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Chemical Structure| 22186-60-3 Chemical Structure| 22186-60-3

Structure of 22186-60-3

Chemical Structure| 22186-60-3

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Product Details of [ 22186-60-3 ]

CAS No. :22186-60-3
Formula : C6H9NO
M.W : 111.14
SMILES Code : OCCC1=CC=CN1
MDL No. :MFCD12964680

Safety of [ 22186-60-3 ]

Application In Synthesis of [ 22186-60-3 ]

* 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 [ 22186-60-3 ]

[ 22186-60-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 22186-60-3 ]
  • [ 574745-97-4 ]
  • 4-chloro-7-methoxy-6-[2-(1-pyrrol-2-yl)hydroxyethyl]quinazoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran;Inert atmosphere; Cooling with ice; The 12.6g4-chloro-7- [...] -6-alcohol, 6g2 - (1-pyrrole-2-yl) ethanol (compound 2), 17.1gPPh 3 dissolved in 150 ml tetrahydrofuran, placed in 250 ml of the protection of nitrogen in the three-necked round-bottom flask, in batches under ice bath (sub -3 batch, each batch of interval 2h) adding 15gDTAD, stirring the mixture at room temperature for overnight. Solid residue filtering the reaction mixture is filtered, filtrate concentrated to dry. Column chromatography of the residue obtained for 8.8g (yield 54%) of compound 3, it is a colorless powder.
54% With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran;Inert atmosphere; The 12.6g4-chloro-7- [...] -6-alcohol, 6g2 - (1-pyrrole-2-yl) ethanol (compound 2), 17.1gPPh 3 dissolved in 150 ml tetrahydrofuran, placed in 250 ml of the protection of nitrogen in the three-necked round-bottom flask, in batches under ice bath (divided into three batches, each batch of interval 2h) adding 15gDTAD, stirring the mixture at room temperature for overnight. Solid residue filtering the reaction mixture is filtered, filtrate concentrated to dry. Column chromatography of the residue obtained for 8.8g (yield 54%) of compound 3, it is a colorless powder.
54% With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20℃; Chloro-7-methoxy-6- [2- (l-pyrrol-2-yl) hydroxyethyl] quinazoline (Compound 3).Methoxy-quinazolin-6-ol, 6 g of 2- (1-pyrrol-2-yl) ethanol (Compound No. 2), 12.6 g of 4-17. lg of PPh3 was dissolved in 150 mL of tetrahydrofuran, placed in a 250 mL nitrogen-protected, three-necked round bottom flask,4 batches, batch interval 2h) was added to 15 g DTAD and stirred at room temperature overnight. The reaction mixture was suction filtered to remove solid residue and the filtrate was decompressedConcentrated to dryness. The resulting residue was subjected to column chromatography to give 8.8 g (yield 54%) of compound 3 as a colorless powder.
54% With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20℃;Inert atmosphere; Cooling with ice; The 12.6g <strong>[574745-97-4]4-chloro-7-methoxy-quinazolin-6-ol</strong>, 6g 2-(1-pyrrol-2-yl)ethanol (Compound 2), 17.1g PPh3 dissolved in 150mL of tetrahydrofuran, placed in 250mL of nitrogen three-necked round bottom flask, under ice portionwise (added in 3 batches, each batch interval 2h) was added 15gDTAD, stirred at room temperature overnight.The reaction mixture was filtered off and the solid residue by suction filtration, and the filtrate was concentrated to dryness under reduced pressure.The residue obtained was purified by column chromatography using (54% yield) of Compound 3 8.8g, as a colorless powder.

 

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