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615568-51-9

2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carbaldehyde synthesis

2synthesis methods
201230-82-2 Synthesis
carbon monoxide

201230-82-2
1 suppliers
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2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carbaldehyde

615568-51-9
12 suppliers
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Yield:615568-51-9 80%

Reaction Conditions:

with triethylsilane;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;triethylamine in N,N-dimethyl-formamide at 110; under 3102.97 Torr; for 12 h;

Steps:

2-oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carbaldehyde (2b):

Compound 2b was synthesized from 1b using same procedure as mentioned for compound 2c in 80% yield. 1H NMR (300 MHz, DMSO-d6) δ =4.93 (s, 2 H) 7.54 (d, J=2.07 Hz, 1 H) 8.40 (d, J=2.07 Hz, 1 H) 9.95 (s, 1 H) 11.12 (s, 1 H); 13C NMR (300 MHz, DMSO-d6): δ =61.1, 119.9, 122.1, 121.1, 145.9, 154.4, 163.2, 190.4; HRMS m/z (EI) calcd. for C8H6N2O3 178.0378, found 179.0473 [M+H]+

References:

Hameed P., Shahul;Shanbhag, Gajanan;Shinde, Vikas;Chinnapattu, Murugan;Manjrekar, Praveena;Puttur, Jayashree;Patil, Vikas;Ugarkar, Bheemarao [Synthetic Communications,2013,vol. 43,# 24,p. 3315 - 3321] Location in patent:supporting information