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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043001Generated: October 27, 2026

1-(5-Methyl-1,2-oxazol-3-yl)methanamine → 7-(3,5-Dimethyl-4-isoxazolyl)-4-{[(5-methyl-3-isoxazolyl)methyl]amino}-6-(methyloxy)-3-quinolinecarboxamide

https://huagongshe.com/reaction/1043001

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(5-Methyl-1,2-oxazol-3-yl)methanamineHCID 2776306—
Reactant4-Chloro-7-(3,5-dimethylisoxazol-4-yl)-6-methoxyquinoline-3-carboxamideHCID 57465581—
Solvent1-ButanolHCID 263—
Product7-(3,5-Dimethyl-4-isoxazolyl)-4-{[(5-methyl-3-isoxazolyl)methyl]amino}-6-(methyloxy)-3-quinolinecarboxamideHCID 57465594—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 4-chloro-7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-quinolinecarboxamide (for a preparation see Intermediate 56, 331 mg) and [(5-methyl-3-isoxazolyl)methyl]amine (2.5 eq) in butanol (20 ml) was heated to 110° C. for 4 h. The reaction mixture was evaporated to dryness and hydrolysed with water. The mixture was extracted with DCM and the organic dried over Na2SO4, filtered and concentrated to dryness (280 mg). Used without purification in the subsequent reaction (Example 52).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557984B2
Source datasetuspto-grants-2013_10
ORD IDord-2d581f10179841f9abc9d2d0236c3e52
Source noteuspto-grants-2013_10