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Chemical Structure| 937602-40-9 Chemical Structure| 937602-40-9

Structure of 937602-40-9

Chemical Structure| 937602-40-9

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Product Details of [ 937602-40-9 ]

CAS No. :937602-40-9
Formula : C7H4ClN3O
M.W : 181.58
SMILES Code : O=C(Cl)C1=C2N=CC=CN2N=C1
MDL No. :MFCD03421568

Safety of [ 937602-40-9 ]

Application In Synthesis of [ 937602-40-9 ]

* 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 [ 937602-40-9 ]

[ 937602-40-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 50608-99-6 ]
  • [ 937602-40-9 ]
  • N-(2-carbamoylpyridin-3-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a stirred solution of <strong>[50608-99-6]3-aminopyridine-2-carboxamide</strong> (0.04 g, 0.3 mmol) and the crude pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (0.064 g, 0.35 mmol) in dichloroethane (3 mL) were added 4-dimethylaminopyridine (3.6 mg, 0.029 mmol) and N,N-diisopropylethylamine (0.15 mL, 0.88 mmol). The reaction was allowed to stir for 18 h at 55 C. The solvent was removed under reduced pressure and the residue was purified by prep-HPLC to afford N-(2-carbamoylpyridin-3-yl)pyrazolo[l ,5-a]pyrimidine-3-carboxamide trifluoroacetate. The material was then treated with 1 Nu HCl in a 1 : 1 mixture of acetonitrile:water and concentrated to afford N-(2-carbamoylpyridin-3-yl)pyrazolo[l,5-a]pyrinddine-3-carboxamide hydrochloride. 1H NMR (600 MHz, DMSO-d6): delta 12.71 (s, 1H), 9.31 (dd, J= 1.6, 7.0 Hz, 1H), 9.03 (dd, J= 1.3, 8.6 Hz, 1H), 8.81 (dd, J= 1.6, 4.1 Hz, 1H), 8.67 (s, 1H), 8.35 (s, 1H), 8.30 (dd, j= 1.4, 4.4 Hz, 1H), 7.83 (s, 1H), 7.59 (dd, J= 4.4, 8.6 Hz, 1H), 7.28 (dd, J= 4.1, 7.0 Hz, 1H). MS [M+H]+ 283.
  • 2
  • [ 50608-99-6 ]
  • [ 937602-40-9 ]
  • N-(2-carbamoylpyridin-3-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 55.0℃; for 18.0h; To a stirred solution of <strong>[50608-99-6]3-aminopyridine-2-carboxamide</strong> (0.04 g, 0.3 mmol) and the crude pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (0.064 g, 0.35 mmol) in dichloroethane (3 mL) were added 4-dimethylaminopyridine (3.6 mg, 0.029 mmol) and N,N-diisopropylethylamine (0.15 mL, 0.88 mmol). The reaction was allowed to stir for 18 h at 55 C. The solvent was removed under reduced pressure and the residue was purified by prep-HPLC to afford N-(2-carbamoylpyridin-3-yl)pyrazolo[l ,5-a]pyrimidine-3-carboxamide trifluoroacetate. The material was then treated with 1 Nu HCl in a 1 : 1 mixture of acetonitrile:water and concentrated to afford N-(2-carbamoylpyridin-3-yl)pyrazolo[l,5-a]pyrinddine-3-carboxamide hydrochloride. 1H NMR (600 MHz, DMSO-d6): delta 12.71 (s, 1H), 9.31 (dd, J= 1.6, 7.0 Hz, 1H), 9.03 (dd, J= 1.3, 8.6 Hz, 1H), 8.81 (dd, J= 1.6, 4.1 Hz, 1H), 8.67 (s, 1H), 8.35 (s, 1H), 8.30 (dd, j= 1.4, 4.4 Hz, 1H), 7.83 (s, 1H), 7.59 (dd, J= 4.4, 8.6 Hz, 1H), 7.28 (dd, J= 4.1, 7.0 Hz, 1H). MS [M+H]+ 283.
  • 3
  • [ 50608-99-6 ]
  • [ 937602-40-9 ]
  • [ 76-05-1 ]
  • N-(2-carbamoylpyridin-3-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a stirred solution of <strong>[50608-99-6]3-aminopyridine-2-carboxamide</strong> (0.04 g, 0.3 mmol) and the crude pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (0.064 g, 0.35 mmol) in dichloroethane (3 mL) were added 4-dimethylaminopyridine (3.6 mg, 0.029 mmol) and N,N-diisopropylethylamine (0.15 mL, 0.88 mmol). The reaction was allowed to stir for 18 h at 55 C. The solvent was removed under reduced pressure and the residue was purified by prep-HPLC to afford N-(2-carbamoylpyridin-3-yl)pyrazolo[l ,5-a]pyrimidine-3-carboxamide trifluoroacetate. The material was then treated with 1 Nu HCl in a 1 : 1 mixture of acetonitrile:water and concentrated to afford N-(2-carbamoylpyridin-3-yl)pyrazolo[l,5-a]pyrinddine-3-carboxamide hydrochloride. 1H NMR (600 MHz, DMSO-d6): delta 12.71 (s, 1H), 9.31 (dd, J= 1.6, 7.0 Hz, 1H), 9.03 (dd, J= 1.3, 8.6 Hz, 1H), 8.81 (dd, J= 1.6, 4.1 Hz, 1H), 8.67 (s, 1H), 8.35 (s, 1H), 8.30 (dd, j= 1.4, 4.4 Hz, 1H), 7.83 (s, 1H), 7.59 (dd, J= 4.4, 8.6 Hz, 1H), 7.28 (dd, J= 4.1, 7.0 Hz, 1H). MS [M+H]+ 283.
 

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