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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217857Generated: October 29, 2026

3-tert-Butyl-5-isocyanato-1-phenyl-1H-pyrazole → 1-(4-(2-amino-3-oxo-3,4-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/217857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-tert-Butyl-5-isocyanato-1-phenyl-1H-pyrazoleHCID 11096760—
Reactant2-amino-8-(4-aminonaphthalen-1-yloxy)pyrido[2,3-b]pyrazin-3(4H)-oneHCID 46901095—
Product1-(4-(2-amino-3-oxo-3,4-dihydropyrido[2,3-b]pyrazin-8-yloxy)naphthalen-1-yl)-3-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)ureaHCID 44132375—

Reaction Steps

Method F2 was used with 2-amino-8-(4-aminonaphthalen-1-yloxy)pyrido[2,3-b]pyrazin-3(4H)-one and 3-tert-butyl-5-isocyanato-1-phenyl-1H-pyrazole to afford the title compound as a slightly pink solid (70 mg, 80%). 1H-NMR (DMSO-d6), δ (ppm), J (Hz): 1.29 (s, 9H, tert-Bu), 6.31 (d, 1H, Harom, J=5.5 Hz), 6.41 (s, 1H, Harom), 7.22 (d, 1H, Harom, J=8.3 Hz), 7.44 (t, 1H, J=7.0 Hz), 7.54-7.65 (m, 6H, Harom), 7.85 (d, 1H, Harom, J=8.3 Hz), 7.88-7.91 (m, 2H, Harom), 8.06 (d, 1H, Harom, J=8.6 Hz), 8.76 (s, 1H, NHurea), 9.04 (s, 1H, NHurea), 12.58 (s, 1H, NHlactame). 13C-NMR (DMSO-d6), δ (ppm), J (Hz): 30.08 (tert-Bu), 31.92 (tert-Bu), 95.69, 106.46, 116.05, 118.94, 119.36, 121.56, 122.27, 124.12 (2*C), 126.32, 126.52, 126.55, 127.11, 127.97, 129.17 (2*C), 131.22, 137.15, 138.59, 142.95, 143.56, 146.22, 151.71, 152.33, 152.72, 157.12, 160.68. HRMS (EI): m/z [M+H] calcd for C31H2O8O3: 561.2357; found: 561.2351.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198279B2
Source datasetuspto-grants-2012_06
ORD IDord-3d158f5c23d7486bb76de2c6b5059a41
Source noteuspto-grants-2012_06