ChemicalBook CAS DataBase List 1533432-50-6

1533432-50-6 synthesis

8synthesis methods

Product Name:1533432-50-6
CAS Number:1533432-50-6
Molecular formula:C21H18N4O4
Molecular Weight:390.39

24424-99-5 Synthesis

24424-99-5
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Yield: 85%

Reaction Conditions:

with dmap in dichloromethane at 20; for 8 h;Inert atmosphere;

Steps:

tert-Butyl 7-(6-nitropyridin-3-yl)-5H-pyrido[4,3-b]indole-5-carboxylate (6, t-Boc-protected T807P)
Di-tert-butyl-dicarbonate ((Boc)₂O, 105mg, 0.48mmol) was added to a mixture of DMAP (44mg, 0.36mmol) and compound 5 (87mg, 0.3mmol) in dichloromethane (50mL) at rt. The resulting reaction mixture was stirred for 8h and then was concentrated. The residue was purified by silica gel chromatography using an eluent (2:98 MeOH/CH₂Cl₂) to afford a yellow solid product 6 (100mg, 85%). R_f=0.77 (1:12 MeOH/CH₂Cl₂), mp >300°C. ¹H NMR (CDCl₃): δ 1.80 (s, 9H, 3×CH₃), 7.70 (dd, J=1.5, 8.0Hz, 1H, Ar-H), 8.14 (d, J=5.5Hz, 1H, Ar-H), 8.22 (d, J=8.5Hz, 1H, Ar-H), 8.32 (dd, J=2.5, 8.5Hz, 1H, Ar-H), 8.39 (dd, J=0.5, 8.5Hz, 1H, Ar-H), 8.69 (d, J=6.0Hz, 1H, Ar-H), 8.70 (s, 1H, Ar-H), 8.97 (dd, J=0.5, 2.0Hz, 1H, Ar-H), 9.34 (s, 1H, Ar-H). MS (ESI): 391 ([M+H]⁺, 100%). MS (ESI): 413 ([M+Na]⁺, 20%).