5-Chloro-2-methylaniline → HCID 58168359, compound

HRID 1029170Notes

Reaction equation

HRID 1029170 reaction equation
Cl[C:2]1[CH:11]=[CH:10][N:9]=[C:8]2[C:3]=1[C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[C:6](=[O:12])[NH:7]2.[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([CH3:25])=[C:22]([CH:24]=1)[NH2:23]>>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([CH3:25])=[C:22]([NH:23][C:2]2[CH:11]=[CH:10][N:9]=[C:8]3[C:3]=2[C:4]2[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=2[C:6](=[O:12])[NH:7]3)[CH:24]=1

Participants

3

Reactant 2

HCID 72605-Chloro-2-methylanilineHCID 581680081-Chlorobenzo[C][1,8]naphthyridin-6(5H)-one

Product 1

HCID 58168359HCID 58168359, compoundYield 78.3%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 188 using Compound 83 (100 mg, 0.43 mmol) and 5-chloro-2-methylaniline (80 mg, 0.56 mmol) to provide 206 (113 mg, 78% yield) as a white solid. LC-MS (M+H=336, obsd.=336).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-fe8ed1242f7b4224b3f64c35433275a1
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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