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Structure of 67545-00-0

Chemical Structure| 67545-00-0

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Product Details of [ 67545-00-0 ]

CAS No. :67545-00-0
Formula : C3H6N4
M.W : 98.11
SMILES Code : NC1=CN(C)N=N1
MDL No. :MFCD09055315
InChI Key :SHCBWIXMCAIFMC-UHFFFAOYSA-N
Pubchem ID :14536434

Safety of [ 67545-00-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 67545-00-0 ]

* 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 [ 67545-00-0 ]

[ 67545-00-0 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 99848-29-0 ]
  • [ 67545-00-0 ]
YieldReaction ConditionsOperation in experiment
98% With palladium on activated charcoal; hydrogen; In methanol; at 20℃; for 2h; General procedure: Example 148b 1-(2-Amino-6,7-dihydropyrazolo[1,5-a]pyrazin-5(4H)-yl)-2-methylpropan-1-one 148b To a solution of 148a (220 mg, 0.924 mmol) in methanol (20 mL) was added Pd/C (22 mg). The system was evacuated and refilled with H2. After stirring at room temperature for 2 h, the mixture was filtered. The filtrate was concentrated under reduced pressure to afford 148b as a yellow solid (190 mg, 98%), which was used in the next step without further purification. MS-ESI: [M+H]+ 209.1
  • 3
  • [ 107945-66-4 ]
  • [ 67545-00-0 ]
YieldReaction ConditionsOperation in experiment
98% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; for 4h; Example 293b 1-Methyl-1H-1,2,3-triazol-4-amine 293b Following the procedure in Example 130b, and starting with 293a (800 mg, 6.25 mmol) and 10% palladium on carbon (50% wet, 160 mg) afforded 293b as a yellow solid (600 mg, 98%). 1H NMR (500 MHz, CDCl3) delta 6.91 (s, 1H), 3.97 (s, 3H), 3.65 (brs, 2H).
  • 4
  • [ 67545-00-0 ]
  • [ 463-71-8 ]
  • 4-isothiocyanato-1-methyl-1H-1,2,3-triazole [ No CAS ]
  • 5
  • [ 67545-00-0 ]
  • [ 14529-54-5 ]
  • [ 1433856-71-3 ]
YieldReaction ConditionsOperation in experiment
52% With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; for 18h;Reflux; Inert atmosphere; Example 293c 5-Bromo-1-methyl-3-(1-methyl-1H-1,2,3-triazol-4-ylamino)pyridin-2(1H)-one 293c Following the procedure in Example 130c, and starting with 293b (500 mg, 5.10 mmol, 1.0 eq.) and 3,5-dibromo-1-methylpyridin-2(1H)-one (2.04 g, 7.65 mmol, 1.5 eq.) afforded 293c as a yellow solid (760 mg, 52%). MS-ESI: [M+H]+ 283.9.
  • 6
  • [ 67545-00-0 ]
  • C22H19ClN4O2S [ No CAS ]
  • C25H24N8O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; at 140℃; for 3.08333h;Microwave irradiation; Inert atmosphere; Sealed tube; In a microwave vial (35 mL) was added S-129 (0.78 g, 1.82 mmol), amine 11 (0.18 g, 1.82 mmol), Cs2CO3(1.18 g, 3.64 mmol.) and Dioxane (25 mL). The Argon was purged through septum and the reaction mixture was degassed for about 5 min. To this mixture was added Xantphos (103 mg, 0.2 mmol) followed by Pd2(dba)3(162 mg, 0.2 mmol) and purged with Argon again for 5 min. Vial was sealed with the septum and irradiated at 140 C for 3 h. After filtration, the obtained crude was chromatographed (Biotage, 25 g, eluent: DMC-EtOAc: 10-50%) to afford S-6-1 (390 mg, 44%).1H NMR (400 MHz, DMSO-d6): delta 9.61 (bs, 1H), 7.99 (d, J = 7.8 Hz, 1H), 7.46- 7.10 (m, 10H), 6.87 (d, J = 3.9 Hz, 1H), 5.39 (m, 1H), 4.02 (s, 3H), 3.35- 3.23 (m, 2H), 2.32 (s, 3H), 2.23 (m, 2H). FABMS (M+H) calculated for was 489.1815 found 489.1813. LCMS 99%, tR= 7.37 minutes.
  • 7
  • [ 67545-00-0 ]
  • (2S,3S)-2-(fluoromethyl)-7-(methylcarbamoyl)-3-phenyl-2,3-dihydrobenzofuran-5-carboxylic acid [ No CAS ]
  • (2S,3S)-2-(fluoromethyl)-N7-methyl-N5-(1-methyl-1H-1,2,3-triazol-4-yl)-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% A solution of (2S,3S)-2-(fluoromethyl)-7-(methylcarbamoyl)-3-phenyl-2,3-d ihydrobenzofuran5-carboxylic acid (80 mg, 0.24 minol) and HATU (111 mg, 0.292 minol) in DMSO (0.85 mL) was treated at rt with DIPEA (0.127 mL, 0.729 minol) and the reaction minxture was stirred at this temperature for 5 min then was treated with <strong>[67545-00-0]1-methyl-1H-1,2,3-triazol-4-amine</strong> (23.8 mg, 0.243minol). The resulting minxture was stirred for 1 h at rt. Further HATU (111 mg, 0.292 minol) and DIPEA (0.127 mL, 0.729 minol) were then added and the reaction minxture left to stir at rt for 5 min before being treated with <strong>[67545-00-0]1-methyl-1H-1,2,3-triazol-4-amine</strong> (23.8 mg, 0.243 minol). The reaction minxture was then stirred for 1 h at rt then was left to stand over the weekend. It was then purified by MDAP (method high pH) to give (2S,3S)-2-(fluoromethyl)-N7-methyl-N5-(1-methyl- 1H- 1,2,3-triazol-4-yl)-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde (69.5 mg, 70%) as a yellow solid. LCMS (method forminc): Retention time 0.89 min [M+H] = 410
  • 8
  • [ 67545-00-0 ]
  • phenyl 7-(dimethoxymethyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxylate [ No CAS ]
  • C15H20N6O3 [ No CAS ]
 

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