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Chemical Structure| 245321-46-4 Chemical Structure| 245321-46-4

Structure of 245321-46-4

Chemical Structure| 245321-46-4

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Product Details of [ 245321-46-4 ]

CAS No. :245321-46-4
Formula : C5H4N4
M.W : 120.11
SMILES Code : N#CC1=NC=CC(N)=N1
MDL No. :MFCD09834970
InChI Key :MRINWLDDTZFLSW-UHFFFAOYSA-N
Pubchem ID :21941897

Safety of [ 245321-46-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P280

Application In Synthesis of [ 245321-46-4 ]

* 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 [ 245321-46-4 ]

[ 245321-46-4 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 7461-50-9 ]
  • [ 143-33-9 ]
  • [ 245321-46-4 ]
  • 2
  • [ 245321-46-4 ]
  • [ 245321-47-5 ]
  • 3
  • [ 245321-46-4 ]
  • phosphoric acid mono-{4-[2-(4-amino-pyrimidin-2-yl)-5-methyl-thiazol-4-yl]-phenyl} ester [ No CAS ]
  • 4
  • [ 245321-46-4 ]
  • [ 245321-50-0 ]
  • 5
  • [ 245321-46-4 ]
  • 2-amino-N-((4-(1((4-chloro-1H-indol-2-yl)methyl)-3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylamino)pyrimidin-2-yl)methyl)acetamide [ No CAS ]
  • 6
  • [ 245321-46-4 ]
  • 2-(aminomethyl)pyrimidin-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
96.75% With hydrogen; In tetrahydrofuran; at 20.0℃; for 1.5h; To a stirred mixture of <strong>[245321-46-4]4-aminopyrimidine-2-carbonitrile</strong> (200 mg, 1.67 nMol, 1 equiv) in THF (10 mL) was added Raney Ni (71.3 mg, 0.83 nMol, 0.5 equiv) at room temperature under nitrogen atmosphere. The resulted mixture was stirred for1.5 h at room temperature under hydrogen atmosphere. The resulted mixture was filtered, the filter cake was washed with THF (2 x 5 mL) . The filtrate was concentrated under reduced pressure to afford 2- (aminomethyl) pyrimidin-4-amine (200 mg, 96.75%) as a light yellow solid which was used in the next step directly without further purification. LCMS: m/z (ESI) , [M+H] + = 125.1.
With ammonium hydroxide; hydrogen; nickel; In methanol; at 20.0℃; A mixture of <strong>[245321-46-4]4-aminopyrimidine-2-carbonitrile</strong> (1.lg, 9.l7mmol), Ni (200 mg) and MeOH (20 mL), NH4OH (5 mL) was stirred at rt. under H2 overnight. The mixture was filtered; the filtrate was concentrated to dryness. The residue was purified by flash column chromatography (MeOHIDCM = 0-10%) to give the desired product; ESI: m/z 125.2 (M+H)+
  • 7
  • [ 245321-46-4 ]
  • tert-butyl 2-((4-aminopyrimidin-2-yl)methylamino)-2-oxoethylcarbamate [ No CAS ]
  • 8
  • [ 245321-46-4 ]
  • tert-butyl 2-((8-(2-(((2-tert-butoxycarbonylamino)acetamido)methyl)pyrimidin-4-ylamino)-3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)methyl)-4-chloro-1H-indole-1-carboxylate [ No CAS ]
  • 9
  • [ 24424-99-5 ]
  • [ 245321-46-4 ]
  • tert-butyl (4-aminopyrimidin-2-yl)methylcarbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate; nickel dichloride; In methanol; for 4.0h; To a solution of <strong>[245321-46-4]4-aminopyrimidine-2-carbonitrile</strong> (7.3 mmol, 0.88 g), NiC12 (1.5 mmol, 0.19 g), and (Boc)20 (9 mmol, 2 g) in MeOH (5 mL) was added NaBH4 (84 mmol, 3.2 g) at 0 C. This solution was stirred at 0 C for 4 h. The solution was diluted with EA 200 mL and washed with water (3*100 mL). The organic fraction was dried with Na2SO4 and evaporated to dryness. The crude product was purified by flash chromatography (PE/EA = 2/1) to give the product; ESI: m/z 225.2 (M+H).
  • 10
  • [ 245321-46-4 ]
  • 3-amino-N-[(4-aminopyrimidin-2-yl)methyl]-6-[imidazo[1,2-a]pyridin-6-yl]-5 (1,3-oxazol-2-yl)pyrazine-2-carboxamide [ No CAS ]
  • 11
  • C19H18ClN5O2 [ No CAS ]
  • [ 245321-46-4 ]
  • C24H21N9O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
3.2% With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane;Inert atmosphere; To a solution of Example 143b (60 mg, 0.5 mmol) and Example 143c (191 mg, 0.5 mmol,) in dioxane (5 mL) were added Pd2(dba)3 (50 mg, 0.05 mmol), Xantphos (30 mg, 0.05 mmol) and Cs2CO3 (224.5 mg, 0.75 mmol). The mixture was degassed by nitrogen for 3 times and stirred at 110oC for overnight. When completed, the reaction was cooled to r.t., diluted with MeOH (5 mL) and filtered. The filtrate was purified directly by Prep-HPLC to give the desired product Example 143 (7.4 mg, 3.2% yield) as a off white solid. LCMS [M+1] + = 468.2.1H NMR (400 MHz, DMSO-d6) d 11.14 (s, 1H), 10.90 (s, 1H), 9.16 (s, 1H), 8.60- 8.51 (m, 2H), 7.85 (s, 1H), 7.76 (s, 1H), 7.67 (d, J = 7.9 Hz, 1H), 7.62 (d, J = 7.9 Hz, 1H), 7.34 (d, J = 8.0 Hz, 1H), 3.93 (s, 3H), 3.69 (s, 3H), 2.98 (s, 1H), 1.21 (s, 1H), 1.09 (s, 2H), 1.04 (d, J = 7.0 Hz, 2H).
  • 12
  • [ 773837-37-9 ]
  • [ 7461-50-9 ]
  • [ 245321-46-4 ]
YieldReaction ConditionsOperation in experiment
26.8% With DABCO; In water; dimethyl sulfoxide; at 60.0℃; for 6.0h; A solution of Example 143a (2.0 g, 15.5 mmol) in DMSO/H2O (20 mL/ 20 mL) were treated with NaCN (1.52 g, 31.0 mmol) and DABCO (1.74 g, 15.5 mmol). The mixture was stirred at 60oC for 6 h. After reaction completed, the solvent was extracted by DCM (50 mL) and concentrated to give crude product, which was purified directly by Prep-HPLC to give the desired product Example 143b (500 mg, 26.8% yield) as a white solid. LCMS [M+1] + = 121.0
 

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Related Functional Groups of
[ 245321-46-4 ]

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Related Parent Nucleus of
[ 245321-46-4 ]

Pyrimidines

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