Nsc245165 synthesis
- Product Name:Nsc245165
- CAS Number:57469-91-7
- Molecular formula:C10H13BrO
- Molecular Weight:229.12
Yield:57469-91-7 96%
Reaction Conditions:
Stage #1: Ethyl 4-bromophenylacetate;methylmagnesium bromide in tetrahydrofuran at 0; for 3.25 h;
Stage #2: with water;ammonium chloride in tetrahydrofuran;
Steps:
Methyl magnesium bromide (3/W in tetrahydrofuran; 10.6mL, 31.8mmol) in tetrahydrofuran (1OmL) was cooled to 00C. Ethyl 2-(4-bromophenyl)acetate (2.58g, 10.6mmol) in tetrahydrofuran (3OmL) was added drop wise to cold reaction over 15 minutes. Stirred at 00C for 3 hours. Reaction was carefully quenched with aqueous saturated ammonium chloride and then acidified with 1 M hydrochloric acid. The reaction m ixture was diluted with diethyl ether and layers separated. Organic washed with brine, dried over sodium sulfate, filtered and concentrated to give (1AG-1 ) (2.34 g, 96%) as a clear oil. 1 H NMR (500 MHz, CHLOROFORM-d) d ppm 1.23 (s, 6 H) 1.31 (br. s., 1 H) 2.74 (s, 2 H) 7.11 (d, J=8.05 Hz, 2 H) 7.45 (d, J=8.29 Hz, 2 H)
References:
WO2010/86820,2010,A1 Location in patent:Page/Page column 53-54
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