3-Amino-4-methylbiphenyl → HCID 58167952, compound

HRID 1029208Notes

Reaction equation

HRID 1029208 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.[C:17]1([C:23]2[CH:29]=[C:27]([NH2:28])[C:26]([CH3:30])=[CH:25][CH:24]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH3:30][C:26]1[CH:25]=[CH:24][C:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:29][C:27]=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 1498803-Amino-4-methylbiphenylHCID 581682989-chloro-5H-benzo[c][1,8]naphthyridin-6-one

Product 1

HCID 58167952HCID 58167952, compoundYield 15.4%

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 5-phenyl-o-toluidine (119 mg, 0.65 mmol) to provide 245 (25 mg, 14% yield) as a brown solid. LC-MS (M+H (parent)=378, obsd.=378). 1H NMR (400 MHz, d6-DMSO): δ 11.63 (s, 1H), 8.45 (m, 2H), 8.37 (d, 1H), 8.13 (d, 1H), 7.63 (m, 3H), 7.58 (s, 1H), 7.44 (m, 4H), 7.34 (m, 1H), 7.26 (m, 1H), 7.14 (dd, 1H). 2.28 (s, 3H).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-aa933b4130d146cfa1dce0dbfc34b219
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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