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ChemicalBook CAS DataBase List METHYL2-CHLORO-5-FLUORONICOTINATE
847729-27-5

METHYL2-CHLORO-5-FLUORONICOTINATE synthesis

3synthesis methods
-

Yield:847729-27-5 72%

Reaction Conditions:

in methanol;hexane;dichloromethane at 0; for 1 h;

Steps:

58.1
EXAMPLE 58 4- ( (F 5-FLUORO-2- (4-FLUOROBENZYL) PYRIDIN-3- YL1CARBONYL} AMINO) METHYL1BENZOIC ACID STEP 1. Methyl 5-FLUORO-2- (4-FLUOROBENZYL) nicotinate; 2-Chloro-5-fluoronicotinic acid (1.00 g, 5.70 mmol) was treated with 2 M solution of (Trimethylsilyl) DIAZOMETHANE in hexane (5.70 mL, 11.4 mmol), methanol (4 mL), and dichloromethane (14 mL) at 0 °C for 1 h. The mixture was quenched with acetic acid and concentrated under reduced pressure. The residue was purified by flush column chromatography on silica gel eluting with hexane/ethyl acetate (10/1) to afford 0.78 g (72%) of the title compounds as colorless oil : IH-NMR (CDC13) 6 8.41 (1H, d, J = 3. 1 HZ), 7.93 (1H, dd, J = 7. 6,3. 1 HZ), 3.98 (3H, s).

References:

PFIZER INC.;PFIZER JAPAN, INC. WO2005/21508, 2005, A1 Location in patent:Page/Page column 97

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