1,6-NAPHTHYRIDIN-2-AMINE synthesis
- Product Name:1,6-NAPHTHYRIDIN-2-AMINE
- CAS Number:17965-81-0
- Molecular formula:C8H7N3
- Molecular Weight:145.16
316155-86-9
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17965-81-0
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Yield:17965-81-0 99%
Reaction Conditions:
Stage #1: tert-butyl (1,6-naphthyridin-2-yl)carbamatewith trifluoroacetic acid in dichloromethane; for 0.5 h;
Stage #2: with sodium hydrogencarbonate in water;
Steps:
68
A 50% TFA/DCM mixture (10 mL) was added to tert-butyl 1,6-naphthyridin-2-ylcarbamate (2.7 g, 11.0 mmol) from the above step. After 30 minutes, the reaction mixture was concentrated and diluted with 30 mL of water. A saturated NaHCO3 solution (15 mL) was added, and the reaction mixture was extracted twice with 50 mL of EtOAc. The organic layers were combined, concentrated, and purified by chromatography through a Redi-Sep pre-packed silica gel column (120 g), eluting with a gradient 0-15% MeOH/DCM to give 1,6-naphthyridin-2-amine (1.6 g, 99% yield). MS m/z: 145 (M+1). 1H NMR (400 MHz, (CD3OD)): δ ppm 6.93 (d, J=9.00 Hz, 1H), 7.41 (d, J=6.06 Hz, 1H), 8.05 (d, J=9.00 Hz, 1H), 8.37 (d, J=5.87 Hz, 1H), 8.83 (s, 1H).
References:
US2007/173506,2007,A1 Location in patent:Page/Page column 57
23616-33-3
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17965-81-0
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197507-59-8
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17965-81-0
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253-72-5
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17965-81-0
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152562-97-5
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17965-81-0
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