6-Iodo-1H-indazole
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6-Iodo-1H-indazole ??
- ???
- 207.0 to 211.0 °C
- ?? ?
- 358.2±15.0 °C(Predicted)
- ??
- 2.082±0.06 g/cm3(Predicted)
- ?? ??
- under inert gas (nitrogen or Argon) at 2–8 °C
- ???
- DMSO(?? ???), ???(?? ???)
- ?? ?? (pKa)
- 12.96±0.40(Predicted)
- ??? ??
- ??
- ??
- ????~???
- InChI
- InChI=1S/C7H5IN2/c8-6-2-1-5-4-9-10-7(5)3-6/h1-4H,(H,9,10)
- InChIKey
- RSGAXJZKQDNFEP-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC(I)=C2)C=N1
??
- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| HS ?? | 29339980 |
|---|
6-Iodo-1H-indazole C??? ??, ??, ??
??
6-Iodo-1H-indazole is an intermediate used to synthesize inhibitors of Chk1.Synthesis
Revill P. and co-worker synthesized Axitinib by iodination of 6-iodo-1H-indazole (100) to give 3,6-di iodo- 1H-indazole (101) ,which on further reaction with 2- mercapto-N-methylbenzenesulfinamide gives 2-(3-iodo-1Hindazol-6-ylthio)-N-methylbenzamide (101), the same can be obtained via 2-(1H-indazol-6-ylthion)-N-methylbenzamide (102) starting from 6-iodo-1H-indazole (100) through alternative route. N-protection of 2-(3-iodo-1H-indazol-6- ylthio)-N-methylbenzamide (101) by Boc2, DMAP or DHP, TsOH gives respective N-protected intermediates 103, 104. Further treatment of 103, 104 with 2-vinyl pyridine give rise to N-protected-2-(1-methyl-3-(2-(pyridine-2-yl) vinyl)-1Hindazole-6-ylthio) benzothioamide 105 and 106. Deprotection of 105 and 106 gives destination compound axitinib (107), the same can be obtained without protection from 2-(3-iodo-1H-indazol-6-ylthio)-N-methylbenzamide (101) by simple reaction with 2-vinyl pyridine[1].
6-Iodo-1H-indazole ?? ?? ? ???
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?? ??
6-Iodo-1H-indazole ?? ??
???( 282)?? ??
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6-Iodo-1H-indazole ?? ??:
6-Iodo-1H-indazole
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4-AMINO-3-HYDROXY-6-IODO-1H-INDAZOLE
6-IODO-4-METHYL (1H)INDAZOLE