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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035448Generated: October 30, 2026

3-tert-Butyl-5-isocyanato-1-phenyl-1H-pyrazole → 1-(4-(3-amino-2-oxo-1,2-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-yl)-3-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)urea

https://huagongshe.com/reaction/1035448

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-tert-Butyl-5-isocyanato-1-phenyl-1H-pyrazoleHCID 11096760—
Reactant3-amino-8-(4-aminonaphthalen-1-yloxy)pyrido[2,3-b]pyrazin-2(1H)-oneHCID 46901252—
Product1-(4-(3-amino-2-oxo-1,2-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-yl)-3-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)ureaHCID 4690011144%

Reaction Steps

Method F2 was used with 3-amino-8-(4-aminonaphthalen-1-yloxy)pyrido[2,3-b]pyrazin-2(1H)-one and 3-tert-butyl-5-isocyanato-1-phenyl-1H-pyrazole to afford the title compound as a yellow/orange solid (46 mg, 44%). 1H-NMR (DMSO-d6), δ (ppm), J (Hz): 1.30 (s, 9H, tert-Bu), 6.28 (d, 1H, Harom, J=5.5 Hz), 6.42 (s, 1H, Harom), 7.31 (d, 1H, Harom, J=8.3 Hz), 7.44 (t, 1H, J=7.1 Hz), 7.55-7.66 (m, 6H, Harom), 7.89-7.96 (m, 2H, Harom), 7.99 (d, 1H, Harom, J=5.5 Hz), 8.08 (d, 1H, Harom, J=8.6 Hz), 8.82 (s, 1H, NHurea), 9.11 (s, 1H, NHurea), 12.38 (s, 1H, NHlactame). 13C-NMR (DMSO-d6), δ (ppm), J (Hz): 30.08 (tert-Bu), 31.93 (tert-Bu), 95.78, 104.61, 113.91, 116.44, 118.37, 121.92, 122.14, 124.09 (2*C), 126.45, 126.47, 126.54, 127.09, 127.73, 129.15 (2*C), 131.63, 137.13, 138.59, 144.28, 145.43, 146.74, 151.01, 151.12, 152.33, 154.75, 160.69. HRMS (EI): m/z [M+H] calcd for C31H28N8O3: 561.2357. found: 561.2350.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546387B2
Source datasetuspto-grants-2013_10
ORD IDord-0bb84fa105b847d69b39e4c60ffe2a69
Source noteuspto-grants-2013_10