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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465198Generated: October 25, 2026

4-Bromo-1-methyl-1H-pyrazole-3-carbonyl chloride → 4-bromo-N-[3-fluoro-4-[[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy]phenyl]-1-methyl-pyrazole-3-carboxamide

https://huagongshe.com/reaction/1465198

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-1-methyl-1H-pyrazole-3-carbonyl chlorideHCID 605106—
Reactant3-Fluoro-4-(6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yloxy)anilineHCID 46928040—
Product4-bromo-N-[3-fluoro-4-[[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy]phenyl]-1-methyl-pyrazole-3-carboxamideHCID 56846738—

Reaction Steps

Q2 was prepared from 3-fluoro-4-[[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy]aniline and 4-bromo-1-methyl-1H-pyrazole-3-carbonyl chloride following the general procedure reported in Preparative Example 1 Step 3. 1H NMR (400 MHz, d4-MeOD, 300K) δ 2.20 (m, 2H), 2.73 (m, 4H), 2.81 (t, J=7.4 Hz, 2H), 3.80 (t, J=4.7 Hz, 4H), 4.02 (s, 3H), 4.05 (s, 3H), 4.29 (t, J=6.1 Hz, 2H), 6.54 (dd, J=5.4 Hz, J=1.0 Hz, 1H), 7.37 (t, J=9.0 Hz, 1H), 7.38 (s, 1H), 7.61 (d, J=8.8 Hz, 1H), 7.68 (s, 1H), 7.86 (s, 1H), 7.95 (dd, J=12.9 Hz, J=2.4 Hz, 1H), 8.45 (d, J=5.4 Hz, 1H). MS (ES) C28H29BrFN5O5 requires: 614. Found: 614/616 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999982B2
Source datasetuspto-grants-2015_04
ORD IDord-1a725304f2cd46b1ac73a6c64a0791b0
Source noteuspto-grants-2015_04