5,6,7,8-Tetrahydro-2-naphthylamine → 9-(5,6,7,8-Tetrahydro-naphthalen-2-ylamino)-5H-benzo[c][1,8]naphthyridin-6-one

HRID 1029211Notes

Reaction equation

HRID 1029211 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.[CH:17]1[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[CH:20]=[CH:19][C:18]=1[NH2:27]>>[CH:17]1[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[CH:20]=[CH:19][C:18]=1[NH:27][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 751935,6,7,8-Tetrahydro-2-naphthylamineHCID 58168298HCID 58168298, compound

Product 1

HCID 581682219-(5,6,7,8-Tetrahydro-naphthalen-2-ylamino)-5H-benzo[c][1,8]naphthyridin-6-oneYield 65.2%

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 5,6,7,8-tetrahydro-2-naphthylamine (96 mg; 0.65 mmol) to provide 248 (49 mg, 27% yield) as a brown solid. LC-MS (M+H (parent)=343, obsd.=343).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-4d044e3de9e44f469321f7a065894345
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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