6-Iodo-1H-indazole
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- CAS-Nr.
- 261953-36-0
- Englisch Name:
- 6-Iodo-1H-indazole
- Synonyma:
- 6-IODOINDAZOLE;6-IodoindazoL;6-iodo-1h1indazole;6-IODO (1H)INDAZOLE;1H-Indazole, 6-iodo-;Axitinib Intermediate 3;6-IODO (1H)INDAZOLE ISO 9001：2015 REACH
- CBNumber:
- CB2178484
- Summenformel:
- C7H5IN2
- Molgewicht:
- 244.03
- MOL-Datei:
- 261953-36-0.mol
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6-Iodo-1H-indazole Eigenschaften
- Schmelzpunkt:
- 207.0 to 211.0 °C
- Siedepunkt:
- 358.2±15.0 °C(Predicted)
- Dichte
- 2.082±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- pka
- 12.96±0.40(Predicted)
- Aggregatzustand
- Liquid
- Farbe
- Clear colorless to light yellow
- 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
6-Iodo-1H-indazole Chemische Eigenschaften,Einsatz,Produktion Methoden
Verwenden
6-Iodo-1H-indazole is an intermediate used to synthesize inhibitors of Chk1.
Synthese
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 Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
6-Iodo-1H-indazole Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 274)Lieferanten
- 6-IODO (1H)INDAZOLE
- 6-iodo-1h1indazole
- 1H-Indazole, 6-iodo-
- 6-IodoindazoL
- 6-IODO (1H)INDAZOLE ISO 9001：2015 REACH
- 6-IODOINDAZOLE
- Axitinib Intermediate 3
- 261953-36-0
- pharmacetical
- Intermediate
