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ChemicalBook CAS DataBase List 5-(benzyloxy)-3-iodo-1H-indazole

5-(benzyloxy)-3-iodo-1H-indazole synthesis

4synthesis methods
-

Yield:854632-98-7 73%

Reaction Conditions:

with iodine;potassium carbonate in N,N-dimethyl-formamide at 0 - 20;

Steps:

4.2.1.2 Method B (iodination)

General procedure: To a cooled (0°C) DMF solution indazole (1.0equiv) and K2CO3 or KOH (~3equiv) was added I2 (2-4equiv) in one portion. The reaction was stirred with cooling or rt for several h and then was treated with xs 10% aq NaHSO3 and subsequently diluted with H2O. In the majority of examples a filtration and washing (H2O) of the precipitate provided the desired material with the required purity.

References:

Laufer, Radoslaw;Ng, Grace;Liu, Yong;Patel, Narendra Kumar B.;Edwards, Louise G.;Lang, Yunhui;Li, Sze-Wan;Feher, Miklos;Awrey, Don E.;Leung, Genie;Beletskaya, Irina;Plotnikova, Olga;Mason, Jacqueline M.;Hodgson, Richard;Wei, Xin;Mao, Guodong;Luo, Xunyi;Huang, Ping;Green, Erin;Kiarash, Reza;Lin, Dan Chi-Chia;Harris-Brandts, Marees;Ban, Fuqiang;Nadeem, Vincent;Mak, Tak W.;Pan, Guohua J.;Qiu, Wei;Chirgadze, Nickolay Y.;Pauls, Henry W. [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 17,p. 4968 - 4997]