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Chemical Structure| 6974-78-3 Chemical Structure| 6974-78-3

Structure of 8-Bromo-7H-purin-6-amine
CAS No.: 6974-78-3

Chemical Structure| 6974-78-3

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Synonyms: 8-Bromoadenine; 8-Bromo-9H-purin-6-amine

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Product Details of [ 6974-78-3 ]

CAS No. :6974-78-3
Formula : C5H4BrN5
M.W : 214.02
SMILES Code : NC1=NC=NC2=C1NC(Br)=N2
Synonyms :
8-Bromoadenine; 8-Bromo-9H-purin-6-amine
MDL No. :MFCD00082518
InChI Key :FVXHPCVBOXMRJP-UHFFFAOYSA-N
Pubchem ID :81457

Safety of [ 6974-78-3 ]

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

Application In Synthesis of [ 6974-78-3 ]

* 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 [ 6974-78-3 ]

[ 6974-78-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 6974-78-3 ]
  • [ 1849-73-6 ]
  • [ 940908-25-8 ]
YieldReaction ConditionsOperation in experiment
25% With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 - 130℃; for 12h; Intermediate 13 : 8-[(7-Chloro-l ,3-benzothiazol-2-yl)thio]-9H-purin-6-amine; To a suspension of 8-bromoadenine (0.15 g, 0.701 mmol) and 7-chloro- benzothiazole-2-thiol (0.17 g, 0.841 mmol) in DMF was added potassium t-butoxide (0.094 mul, 0.841 mmol) at room temperature. The reaction mixture was heated at 130 0C for 12 h, then the reaction was cooled to room temperature and the crude was purified by silica gel flash column to give 8-(7-chloro-benzothiazol-2-ylsulfanyl)-9H- purin-6-ylamine (0.058 g, 25percent); LC-MS [M+H]+ 335.0.
  • 2
  • [ 13061-96-6 ]
  • [ 6974-78-3 ]
  • [ 22387-37-7 ]
YieldReaction ConditionsOperation in experiment
43% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 95.0℃;Inert atmosphere; A flask charged with 8-bromo-9H-purin-6-ylamine (500 mg, 2.3 mmol), methylboronic (200 mg, 3.5mmol), Pd(dppf)Cl2 (84 mg, 0.115 mmol) and K2C03 (938 mg, 0.9 mmol) in dioxane/H20 (50 mL/l0 mL) was degassed and filled with N2. The mixture was stirred at 95 C overnight. Solvent was removed and the residue was purified with prep-TLC (DCM/MeOH = 10/1) to give 8-methyl-9H-purin-6-ylamine (150 mg, yield: 43 %) as yellow solid. MS: m/z 150.0 (M+H+).
 

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