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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930657Generated: October 25, 2026

4-Benzyloxy-2(1H)-pyridone → tert-Butyl 7-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-9-methyl-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

https://huagongshe.com/reaction/930657

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Benzyloxy-2(1H)-pyridoneHCID 3607724—
Reactanttert-butyl 7-bromo-9-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylateHCID 57950468—
Producttert-Butyl 7-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-9-methyl-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylateHCID 57950348626.8%

Reaction Steps

4-(Benzyloxy)pyridin-2(1H)-one (580 mg, 0.28 mmol) and tert-butyl 7-bromo-9-methyl-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate (850 mg, 0.23 mmol) were reacted following the procedure of Example 30 (step g) to provide the title compound (700 mg, 62%) as a green solid: 1H NMR (500 MHz, CDCl3) δ 7.52 (d, J=8.2 Hz, 1H), 7.44-7.39 (m, 4H), 7.38-7.35 (m, 1H), 7.31-7.28 (m, 2H), 7.01 (dd, J=8.3, 1.8 Hz, 1H), 6.09 (d, J=2.6 Hz, 1H), 6.04 (dd, J=7.6, 2.6 Hz, 1H), 5.05 (s, 2H), 4.64 (br m, 2H), 3.74 (br m, 2H), 3.62 (s, 3H), 2.79 (br m, 2H), 1.47 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296743B2
Source datasetuspto-grants-2016_03
ORD IDord-924d5fbff3ba417b8bbe2a7354dda89b
Source noteuspto-grants-2016_03