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Chemical Structure| 87-42-3 Chemical Structure| 87-42-3
Chemical Structure| 87-42-3

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6-Chloropurine is used in the preparation of 9-alkylpurines through alkylation with various substituted alkyl halides in dimethyl sulfoxide.

Synonyms: 6-Chloro-9H-purine

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Product Details of 6-chloropurine

CAS No. :87-42-3
Formula : C5H3ClN4
M.W : 154.56
SMILES Code : ClC1=C2NC=NC2=NC=N1
Synonyms :
6-Chloro-9H-purine
MDL No. :MFCD00005570
InChI Key :ZKBQDFAWXLTYKS-UHFFFAOYSA-N
Pubchem ID :5359277

Safety of 6-chloropurine

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

Application In Synthesis of 6-chloropurine

* 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.

  • Upstream synthesis route of [ 87-42-3 ]
  • Downstream synthetic route of [ 87-42-3 ]

[ 87-42-3 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 870281-86-0 ]
  • [ 87-42-3 ]
  • [ 870281-82-6 ]
YieldReaction ConditionsOperation in experiment
3.1 g With triethylamine In <i>tert</i>-butyl alcohol at 30 - 85℃; for 24 h; (S)-2-(1 -aminopropyl)-5-fluoro-3-phenylquinazolin-4(3H)-one prepared in example 26 (4.2 g) and t-Butanol (21 mL) were charged into a 100 mL round bottom flask. Triethylamine (3.91 mL) and 6-Chloropurine (2.5 g) were added at 30 00. The resultant reaction mixture was heated to85°C and stirred for 24 hours. The reaction mixture was evaporated completely under reduced pressure at 40°C. The resultant residue was diluted with water (100 mL) and stirred for 30 minutes. The precipitate was filtered and the solid was washed with water (30 mL) and n-Hexane (50 mL) and dried for 1 hour under vacuum. The crude was purified by chromatographyusing Si02 (1 00:200) (solvent MeOH: DCM: TEA:: 5: 94: 1). The eluted fractions were evaporated completely under vacuum. The isolated product was diluted in dichloromethane (100 mL) and the organic layer was washed with brine solution (2x25 mL). The organic layer dried over sodium sulphate (10 g) and evaporated under reduced pressure to yield 3.1 g of Idelalisib as pale yellow solid.Purity: 97.87percent by HPLC; chiral purity: 98.77percent by H PLC
References: [1] Patent: WO2016/108206, 2016, A2, . Location in patent: Page/Page column 49; 50.
  • 2
  • [ 87-42-3 ]
  • [ 870281-82-6 ]
References: [1] Patent: CN106279171, 2017, A, .
 

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