Trifluoromethyl toluidine → HCID 58168167, compound

HRID 1029200Notes

Reaction equation

HRID 1029200 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3.[CH3:17][C:18]1[C:23]([C:24]([F:27])([F:26])[F:25])=[CH:22][CH:21]=[CH:20][C:19]=1[NH2:28]>>[CH3:17][C:18]1[C:23]([C:24]([F:25])([F:26])[F:27])=[CH:22][CH:21]=[CH:20][C:19]=1[NH:28][C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3

Participants

3

Reactant 2

HCID 2735932Trifluoromethyl toluidineHCID 581682989-chloro-5H-benzo[c][1,8]naphthyridin-6-one

Product 1

HCID 58168167HCID 58168167, compoundYield 28.3%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 231 using 6 (50 mg, 0.22 mmol) and 2-methyl-3-trifluoromethyl-phenylamine (0.03 mL, 0.33 mmol) to provide 237 (23 mg, 28% yield) as a brown solid. LC-MS (M+H=370, obsd.=370).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-14a134332e3b40c2bc8501ec69b1332f
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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