(S)-2-phenyl-1-(thiazol-2-yl)ethanamine synthesis
- Product Name:(S)-2-phenyl-1-(thiazol-2-yl)ethanamine
- CAS Number:1369532-69-3
- Molecular formula:C14H14BrN3O2
- Molecular Weight:336.18
1386874-30-1
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1369532-69-3
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Yield:1369532-69-3 88%
Reaction Conditions:
with diphenyl phosphoryl azide;triethylamine in N,N-dimethyl-formamide at 70; for 1.5 h;
Steps:
7
Suspend 6-bromo-4-[[(2S)-2-methoxypropyl]amino]quinoline-3-carboxylic acid (510 g, 1.5 mol) in dimethylformamide (7.65 L) and add triethylamine (419 mL, 3 mol, 2 eq.) at 70° C. Add diphenylphosphonic azide (390 mL, 1.8 mol., 1.2 eq.) dropwise over 30 minutes. Heat the mixture to 70° C. (internal temperature) for 1 hour. Cool to 10° C. and dilute with water (5 L). Stir the mixture for 1 hour, filter the precipitate, wash it with water (2*1 L) and methyl tert-butyl ether (2*1 L), and then let it dry to give the titled compound as a white solid (445 g, 88%). MS (ESI) m/z (M+H)+335.9, 337.9
References:
US2012/184577,2012,A1 Location in patent:Page/Page column 4
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