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Chemical Structure| 79578-98-6 Chemical Structure| 79578-98-6

Structure of 79578-98-6

Chemical Structure| 79578-98-6

1-Methyl-1H-imidazol-4-amine

CAS No.: 79578-98-6

4.5 *For Research Use Only !

Cat. No.: A911540 Purity: 95%

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Product Details of [ 79578-98-6 ]

CAS No. :79578-98-6
Formula : C4H7N3
M.W : 97.12
SMILES Code : NC1=CN(C)C=N1
MDL No. :MFCD02597572

Safety of [ 79578-98-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 79578-98-6 ]

* 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 [ 79578-98-6 ]

[ 79578-98-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 105763-77-7 ]
  • [ 79578-98-6 ]
  • [ 1220518-05-7 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In ethanol; acetonitrile; at 70℃; Intermediate 49; 2-Chloro-6-methoxy-iV-( 1 -methyl- lH-imidazol-4-yl)quinazolin-4-amineA mixture of l-methyl-4-nitro-lH-imidazole (Intermediate 1, 1895 mg, 14.91 mmol) and Pd on charcoal (200 mg, 1.88 mmol) in ethanol (12.2 ml) was placed under H2 for 3 hours. After filtration through diatomaceous earth (Celite brand), the filtrate was added to a solution of 2,4- dichloro-6-methoxyquinazoline (Intermediate 50, 2277 mg, 9.94 mmol) in MeCN (12.2 ml) and DIPEA (8680 mul, 49.70 mmol) and the resulting mixture stirred at 70 0C overnight. The reaction mixture was diluted with water and extracted with DCM/MeOH (10%). The title product (710 mg) was collected after filtration as white fluffy solid. LCMS: 291 [M+H]+.
  • 2
  • [ 18740-39-1 ]
  • [ 79578-98-6 ]
  • [ 1220517-74-7 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In ethanol; at 70℃; Intermediate 7; 2-Chloro-Lambda/-(l-methyl-lH-imidazol-4-yl)thienor2,3-pipyrimidin-4-amineA mixture of 1 -methyl- lH-imidazol-4-amine (prepared from Intermediate 1 as described in the synthesis of Intermediate 10, 194 mg, 2 mmol) and <strong>[18740-39-1]2,4-dichlorothieno[2,3-d]pyrimidine</strong> (410 mg, 2.00 mmol) in ethanol (10 mL) was treated with triethylamine (0.279 mL, 2.00 mmol). The resulting mixture was heated at 700C overnight. The precipitate was filtered, and washed with ethanol. 303mg of the title product was obtained. 103496-1P1H NMR (300 MHz, MeOD) delta ppm 11.17 (s, 1 H) 8.21 (d, 1 H) 7.55 (s, IH) 7.41 (s, IH) 7.36 (d, 1 H) 3.71 (s, 3 H). LCMS: 266 [M+H]+.
  • 3
  • [ 7464-11-1 ]
  • [ 79578-98-6 ]
  • [ 1220517-79-2 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In ethanol; at 70℃; for 1.0h; Intermediate 13; 5-Chloro-2-methyl-N-(l-methyl-lH-imidazol-4-yl)?,31thiazolor5,4-?pyrimidin-7-amineA mixture of 5,7-dichloro-2-methyl[l,3]thiazolo[5,4-d]pyrimidine (Intermediate 16, 380 mg, 1.73 mmol), DIPEA (0.754 mL, 4.32 mmol) and 1 -methyl- lH-imidazol-4-amine (prepared from Intermediate 1 as described in the synthesis of Intermediate 10, 201 mg, 2.07 mmol) in EtOH (15 mL) was heated for 1 hour at 700C, LCMS analysis indicated the reaction was complete. The 103496-1Ptitle product (400 mg) was obtained after filtration and was used in a subsequent step without any further purification.LCMS: 281 [M+H]+.1H NMR (300 MHz, DMSO-J6) delta ppm 10.29 (s, 1 H), 7.50 (d, J=I.32 Hz, 1 H), 7.37 (d, J=I.51Hz, 1 H), 3.70 (s, 3 H), 2.83 (s, 3 H).
 

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