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130825-17-1

1-(2,4-dichloropyriMidin-5-yl)ethanol synthesis

5synthesis methods
-

Yield:130825-17-1 97%

Reaction Conditions:

Stage #1: 2,4-dichloro-5-pyrimidinecarboxaldehyde;methylmagnesium bromide in tetrahydrofuran;diethyl ether at -78; for 2 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;diethyl ether;water;

Steps:

20 1-(2,4-Dichloro-pyrimidin-5-yl)-ethanol

Example 20 1-(2,4-Dichloro-pyrimidin-5-yl)-ethanol To a stirred solution of 2,4-dichloro-pyrimidine-5-carbaldehyde (Example 17, 1.01 g, 5.7 mmol) in THF (10 mL), methyl magnesium bromide (Aldrich, 3 M in ether, 6.27 mmol, 2.1 mL) was added slowly at -78° C. The mixture was stirred for an additional 2 hours at -78° C. and the reaction was quenched with 1N HCl (10 mL). The resulting mixture was extracted with EtOAc and the extract was dried with sodium sulfate. Removal of solvent gave a brown solid. 1.07 g, 97%. MS (M+H)+, 193.

References:

US2005/277655,2005,A1 Location in patent:Page/Page column 16