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Chemical Structure| 748796-39-6 Chemical Structure| 748796-39-6

Structure of 748796-39-6

Chemical Structure| 748796-39-6

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Product Details of [ 748796-39-6 ]

CAS No. :748796-39-6
Formula : C9H8ClN3
M.W : 193.63
SMILES Code : ClCC1=CN=C(N2N=CC=C2)C=C1
MDL No. :MFCD06658399

Safety of [ 748796-39-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314-H335
Precautionary Statements:P260-P264-P270-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P403+P233-P405-P501
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 748796-39-6 ]

* 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 [ 748796-39-6 ]

[ 748796-39-6 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 748796-38-5 ]
  • [ 748796-39-6 ]
YieldReaction ConditionsOperation in experiment
95% Example 7 Preparation of 5-Chloromethyl-2-pyrazol-1-yl-pyridine (IV); To a solution of alcohol (III) (10.5 g, 59.9 mmol) in CH2Cl2 (150 ml), SOCl2 (36 g, 22 ml, 299.6 mmol) was added and the resulting reaction mixture was stirred at room temperature for a period of between 12 to 18 hours. The excess SOCl2 was quenched with saturated aqueous NaHCO3. The resulting mixture was extracted with CH2Cl2 and washed with brine. Removal of solvent gave a compound of formulae (11.15 g, 95% yield) as a white solid. MS-ESI=194.06, 196.06, 1H NMR (ppm): 8.59(H3', d), 8.43(H6, d), 8.03(H2, d), 7.89(H3, dd), 7.78(H5', s), 6.50(H4', t), 4.65(-CH2-).
95% With thionyl chloride; In dichloromethane; at 20℃; for 12 - 18h; Step 7c. Preparation of 5-Chloromethyyrazol-1-yl-pyridine (Compound of formula (XI-c); To a solution of alcohol 4 (10.5g, 59. 9mmol) in CH2C12 (150ml), SOC12 (36g, 22ml, 299.6mmol) was added and the resulting reaction mixture was stirred at room temperature for a period of between 12 to 18 hours. The excess SOC12 was quenched with saturated aqueous NaHC03. The resulting mixture was extracted with CH2C12 and washed with brine. Removal of solvent gave a compound of formula (XI-c) (11.15 g, 95% yield) as a white solid.
  • 2
  • [ 6066-82-6 ]
  • [ 748796-39-6 ]
  • [ 896100-11-1 ]
  • 3
  • [ 748796-39-6 ]
  • [ 896100-09-7 ]
YieldReaction ConditionsOperation in experiment
Example 9 Preparation of 2-(1-pyrazolyl)-5-pyridyl-N-methoxy acetonimide (Ic); The experimental procedure is similar to the procedure described in example 2. MS-ESI m/z 231.05 (M+H)+.
  • 4
  • Pyr-Py-OH hydrochloride [ No CAS ]
  • [ 748796-39-6 ]
  • 5
  • [ 748796-39-6 ]
  • [ 896100-11-1 ]
YieldReaction ConditionsOperation in experiment
96% Example 8 Preparation of 2-(1-pyrazolyl)-5-pyridyl-N-methoxy succinimide (Ib) via <strong>[748796-39-6]5-Chloromethyl-2-pyrazol-1-yl-pyridine</strong> (IV); DBU (1.55 mL, 10.36 mmol) was added to a solution of N-hydroxysuccinimide (894 mg, 7.77 mmol) in 26 mL of DMF at 0 C. and stirred for 10 min followed by the addition chlorinated pyrazole-pyridine (compound IV, 1 g, 5.18 mmol). The reaction mixture was stirred for 4 hrs at room temperature. The resulting mixture was diluted with EtOAc; washed with saturated aqueous NaHCO3 and brine. The combined organic layers dried over Na2SO4, filtered and evaporated in vacuo to yield 1.36 g (96%) of compound (Ib) as off-white powder. MS-ESI m/z 273.08 (M+H)+; 1H NMR (CDCl3) delta 8.58 (s, 1H), 8.46 (s, 1H), 8.03 (s, 2H), 7.76 (s, 1H), 6.45 (s, 1H), 5.18 (s, 2H), 2.68 (s, 4H) ppm, 13C NMR(CDCl3) delta 171.2, 149.4, 142.7, 140.7, 127.5, 127.0, 112.5, 108.3, 75.7, 25.7 ppm.
YieldReaction ConditionsOperation in experiment
95% Step 7c. Preparation of 5-Chloromethyl-2-pyrazol-1-yl-pyridine (Compound of formula (XI-c) To a solution of alcohol 4 (10.5 g, 59.9 mmol) in CH2Cl2 (150 ml), SOCl2 (36 g, 22 ml, 299.6 mmol) was added and the resulting reaction mixture was stirred at room temperature for a period of between 12 to 18 hours. The excess SOCl2 was quenched with saturated aqueous NaHCO3. The resulting mixture was extracted with CH2Cl2 and washed with brine. Removal of solvent gave a compound of formula (XI-c) (11.15 g, 95% yield) as a white solid.
  • 7
  • [ 524-38-9 ]
  • [ 748796-39-6 ]
  • [ 748796-40-9 ]
YieldReaction ConditionsOperation in experiment
100% Step 7d. Preparation of 2- (6-Pyrazol-1-yl-pyridin-3-ylmethoxy)-isoindole-1, 3-dione (Compound of formula (XI-d)); To a solution of N-hydroxyphthalimide 6 (19.2g, 115. 2mmol) in anhydrous DMF (80ml) is added NaH (3.12g, 0.13 mol) and the resulting reaction mixture was stirred for 0.5 hr. The compound of Step 8c (11.15g, 57. 6mmol) was added and the resulting mixture was stirred and heated to a temperature of 40-50C for a period of 3 h. The reaction mixture was then allowed to cool to a temperature of approximately 25C and subsequently quenched with cold water prior to filtering the quenched solution. The precipitate was washed with cool water, dried, and redissolved in a mixture of ethyl acetate and CH2Cl2. The solution was subsequently washed with brine, concentrated in vacuo to yield a yellow solid in quantitative yield.
  • 8
  • [ 748796-39-6 ]
  • 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-6-carbonitrile [ No CAS ]
  • C18H14N6 [ No CAS ]
 

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