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3-iodo-N-methylbenzamide synthesis

6synthesis methods
-

Yield:90434-01-8 200 mg

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine;HATU in tetrahydrofuran;N,N-dimethyl-formamide at 20;

Steps:

55.2 2. Synthesis of Intermediate 55-2

To a solution of methyl 3-iodobenoic acid (250.0 mg, 0.81 mmol, 1.0 equiv) in DMF (3.0 mL) were added methylamine (0.6 mL, 1.2 mmol, 1.5 equiv, 2M/THF), HATU (368 mg, 1.0 mmol, 1.2 equiv.), and DIEA (208 mg, 1.6 mmol, 2.0 equiv.). The mixture was stirred at rt overnight, diluted with water, and extracted with EA (20 mL). The organic layer was washed with brine twice, dried over Na2S04, concentrated under reduced pressure, and purified by silica gel column chromatography using PE/EA (4/1) as eluent to afford 200 mg of 3 - i o do - - m c t h y 1 b c n z a m i dc (Intermediate 55-2) as an off-white solid. LRMS (ES) m/z 262 (M+H).

References:

WO2020/47447,2020,A1 Location in patent:Paragraph 0526