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Chemical Structure| 1620574-90-4 Chemical Structure| 1620574-90-4

Structure of 1620574-90-4

Chemical Structure| 1620574-90-4

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Product Details of [ 1620574-90-4 ]

CAS No. :1620574-90-4
Formula : C9H11BrN2O
M.W : 243.10
SMILES Code : NC1=NC=C(Br)C=C1OCC2CC2
MDL No. :MFCD29763682

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Application In Synthesis of [ 1620574-90-4 ]

* 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 [ 1620574-90-4 ]

[ 1620574-90-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 39903-01-0 ]
  • [ 7051-34-5 ]
  • [ 1620574-90-4 ]
YieldReaction ConditionsOperation in experiment
47% With sodium hydroxide; In dichloromethane; water; at 20℃; for 16h; To a stirred solution of <strong>[39903-01-0]2-amino-5-bromopyridine-3-ol</strong> (25 g, 132.9 mmol) in dichloromethane (150 mL) was added (bromomethyl)cyclopropane (35.88 g, 265.8 mmol), aliquat (7.5 g) and 40percent aqueous sodium hydroxide (150 mL) at RT, followed by stirring for 16 h. The reaction mixture was diluted with water (500 mL) and extracted with dichloromethane (2 x 500 mL). The combined organic layers were concentrated to dryness in vacuo and the resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 25percent ethyl acetate in hexane) affording 5-bromo-3-(cyclopropylmethoxy)pyridin-2-amine as and off white solid ( 15 g, 47percent):
47% With sodium hydroxide; In dichloromethane; water; at 20℃; for 16h; Preparative Example 1 Step 1: 5-bromo-3-(cyclopropylmethoxy)pyridin-2-amine To a stirred solution of <strong>[39903-01-0]2-amino-5-bromopyridine-3-ol</strong> (25 g, 132.9 mmol) in dichloromethane (150 mL) was added (bromomethyl)cyclopropane (35.88 g, 265.8 mmol), aliquat (7.5 g) and 40percent aqueous sodium hydroxide (150 mL) at RT, followed by stirring for 16 h. The reaction mixture was diluted with water (500 mL) and extracted with dichloromethane (2 x 500 mL). The combined organic layers were concentrated to dryness in vacuo and the resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 25percent ethyl acetate in hexane) affording 5-bromo-3- (cyclopropylmethoxy)pyridin-2-amine as and off white solid ( 15 g, 47percent): H NMR (300 MHz, DMSO-d6) delta 7.61 (s, 1H), 7.19 (s, 1H), 5.81 (s, 2H), 4 - 3.8 (m, 2H), 1.35 - 1.1 (m, 1H), 0.65 - 0.55 (m, 2H), 0.2 - 0.4 (m, 2H).
 

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