6-broMo-4-chloro-7-Methoxyquinazoline synthesis
- Product Name:6-broMo-4-chloro-7-Methoxyquinazoline
- CAS Number:1256955-27-7
- Molecular formula:C9H6BrClN2O
- Molecular Weight:273.51
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Yield: 62%
Reaction Conditions:
with thionyl chloride;N,N-dimethyl-formamide at 80; for 2 h;
Steps:
1.2
6-bromo-7-methoxyquinazolin-4(3H)-one (53 mg, 0.21 mmol) was taken into thionyl chloride (1.5 mL) followed by addition of catalytic DMF. The mixture was heated to 80 °C for 2 h then concentrated. The residue was partitioned with ethyl acetate and saturated aqueous sodium bicarbonate. The organic phase was washed with brine then dried over anhydrous sodium sulfate, filtered and concentrated to give 6-bromo-4-chloro-7- methoxyquinazoline (36 mg, 62 % yield) as a brown solid. MS (EI) for C9H6BrClN2O: 275 (MH+).
References:
EXELIXIS, INC.;ANAND, Neel, Kumar;BLAZEY, Charles, M.;BOWLES, Owen, Joseph;BUHR, Chris, Allen;BUSSENIUS, Joerg;CURTIS, Jeffry, Kimo;DEFINA, Steven, Charles;DUBENKO, Larisa;HARRIS, Jason, R.;JACKSON-UGUETO, Eileen;JOSHI, Anagha;KIM, Angie, Inyoung;TSUHAKI, Amy, Lew;MA, Sunghoon;MANALO, Jean-claire, Limun;NG, Stephanie;PETO, Csaba, J.;RICE Kenneth D.;TSANG, Tsze, H.;ZAHARIA, Cristiana, A. WO2010/135524, 2010, A1 Location in patent:Page/Page column 190
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169045-04-9
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