4-BROMO-6,7-DIHYDROISOQUINOLIN-8(5H)-ONE(WXC07920) synthesis
- Product Name:4-BROMO-6,7-DIHYDROISOQUINOLIN-8(5H)-ONE(WXC07920)
- CAS Number:1428651-86-8
- Molecular formula:C9H8BrNO
- Molecular Weight:226.07
1428651-85-7
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1428651-86-8
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Yield:1428651-86-8 69%
Reaction Conditions:
with hydrogenchloride;water for 2.5 h;Reflux;
Steps:
A-2; C 4-Bromo-6,7-dihydroisoquinolin-8(5H)-one
4-Bromo-6,7-dihydroisoquinolin-8(5H)-one[0349]methyl 4-bromo-8-oxo-5,6,7,8-tetrahydroisoquinoline-7-carboxylate (7.79 g, 27.4 mmol) was dissolved (small amount of not dissolved material) in aq. 6M HCl (84.1 mL, 505 mmol) and heated at reflux for 2.5 h (dark brown solution, no more SM visible on TLC). The acidic solution was concentrated in vacuo, suspended in water (ca. 25 mL), cooled in ice, and basified with 6.0 M KOH. The aqueous solution was washed with Et2O (2×) and CH2Cl2 (3×), the combined organic layers were dried over Na2SO4, filtered and concentrated to afford after high vacuum drying the title compound (4.30 g, 69%) as brown solid. MS: 226.0 (M+H+, 1Br).
References:
US2013/79365,2013,A1 Location in patent:Paragraph 0349; 0350
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