3-Fluoro-4-methylaniline → HCID 58168322, compound

HRID 1029209Notes

Reaction equation

HRID 1029209 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.[F:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[CH3:25])[NH2:21]>>[F:17][C:18]1[CH:19]=[C:20]([NH:21][C:2]2[CH:16]=[CH:15][C:5]3[C:6](=[O:14])[NH:7][C:8]4[C:13]([C:4]=3[CH:3]=2)=[CH:12][CH:11]=[CH:10][N:9]=4)[CH:22]=[CH:23][C:24]=1[CH3:25]

Participants

3

Reactant 2

HCID 99573-Fluoro-4-methylanilineHCID 581682989-chloro-5H-benzo[c][1,8]naphthyridin-6-one

Product 1

HCID 58168322HCID 58168322, compoundYield 22.6%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 231 using 6 (100 mg, 0.43 mmol) and 3-fluoro-4-methylaniline (0.07 mL, 0.65 mmol) to provide 246 (31 mg, 20% yield) as a brown solid. LC-MS (M+H (parent)=321, obsd.=321).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-fbbdf11fd73040218244372494f6ca24
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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