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Chemical Structure| 862730-04-9

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Product Details of [ 862730-04-9 ]

CAS No. :862730-04-9
Formula : C8H10IN5
M.W : 303.10
SMILES Code : NC1=C2C(N(C(C)C)N=C2I)=NC=N1
MDL No. :MFCD12196866
InChI Key :OZULUFUHMFFLQF-UHFFFAOYSA-N
Pubchem ID :24905337

Safety of [ 862730-04-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 862730-04-9 ]

* 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 [ 862730-04-9 ]

[ 862730-04-9 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 862730-04-9 ]
  • [ 380430-57-9 ]
  • N-[4-(4-Amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]-methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
3% With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; ethanol; water; at 80℃; Synthesis of N-[4-(4-Amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]-methanesulfonamide (BA40); A solution of 4-Methanesulfonylaminophenylboronic acid (24 mg, 0.11 mmol) in EtOH (3.3 ml) was added to a solution of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (30 mg, 0.10 mmol) in DME (12 ml). Pd(PPh3)4 (30 mg, 0.03 mmol) and saturated Na2CO3 (1.9 ml) were added and the reaction was heated to 80 C. under an argon atmosphere overnight. After cooling, the reaction was extracted with saturated NaCl and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA40 (0.9 mg, 3% yield). ESI-MS (M+H)+ m/z calcd 347.1, found 347.0.
  • 2
  • [ 862730-04-9 ]
  • [ 16433-96-8 ]
  • [ 1189793-21-2 ]
  • 3
  • [ 179942-45-1 ]
  • [ 862730-04-9 ]
  • 6-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)naphthalen-2-ol [ No CAS ]
  • 4
  • [ 862730-04-9 ]
  • [ 885069-14-7 ]
  • [ 1187453-62-8 ]
YieldReaction ConditionsOperation in experiment
48.2% With palladium diacetate; sodium carbonate; triphenylphosphine; In ethanol; water; N,N-dimethyl-formamide; at 80℃; for 4h;Inert atmosphere; A mixture of 3-iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (104) (1.88 g, 6.2 mmol), N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl) acetamide (I-5) (2.0 g, 6.3 mmol), Pd(OAc)2 (0.28 g, 1.24 mmol), triphenyl phosphine (0.98 g, 3.7 mmol) and Na2CO3 (3.3 g, 31 mmol) was dissolved in a mixture of DMF (5 mL), EtOH (2 mL) and H2O (2 mL). The resulting mixture was degassed and back-filled with argon three times and then stirred at 80 C. for 4 h. The mixture was allowed to cool to room temperature and filtered. The filtrate was concentrated in vacuo. The crude product was purified by chromatography eluting with DCM/MeOH (20/1) on a silica gel column (200-300 mesh) to afford the desired product N-(6-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzo[d]thiazol-2-yl)acetamide (501) (1.1 g, 48.2%) as a white solid. ESI-MS (M+H)+ m/z: 368.4.
  • 5
  • [ 862730-04-9 ]
  • [ 86636-92-2 ]
  • 3-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-1-(6-(dimethylamino)naphthalen-2-yl)propan-1-one [ No CAS ]
 

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[ 862730-04-9 ]

Amines

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Related Parent Nucleus of
[ 862730-04-9 ]

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