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ChemicalBook CAS DataBase List 4-CHLORO-3-IODOPYRIDINE

4-CHLORO-3-IODOPYRIDINE synthesis

6synthesis methods
-

Yield: 58%

Reaction Conditions:

Stage #1:3-iodo-pyridin-4-ol with trichlorophosphate for 4 h;Heating / reflux;
Stage #2: with ammonia;water at 0 - 20;

Steps:

56.2
Step 2. 4-chloro-3-iodopyridine (47)[00371] A stirred solution under nitrogen of 46 (2.00 g, 9.05 mmol) in POCl3 (20 ml) was heated to reflux for four hours, then rt. The reaction mixture was poured slowly into ice and the pH was adjusted to 10-1 1 with an aqueous solution of ammonium hydroxide. The aqueous layer was extracted twice with dichloromethane.The combined organic layer was washed with brine, dried over anhydrous Na2SC^, filtered and concentrated to afford the title compound 47 (1.27 g, 5.30 mmol, 58%) as a brown solid. MS: 239.9 (M+l).

References:

METHYLGENE, INC.;RAEPPEL, Stephane;SAAVEDRA, Oscar;CLARIDGE, Stephen;VAISBURG, Arkadii;GAUDETTE, Frederic;ISAKOVIC, Ljubomir;DEZIEL, Robert WO2008/46216, 2008, A1 Location in patent:Page/Page column 170

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