HCID 45140537, compound → HCID 45140734, compound

HRID 552399Notes

Reaction equation

HRID 552399 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([O:11][C:12]2[CH:13]=[C:14]([NH:19][C:20](=[O:32])[C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]([F:31])([F:30])[F:29])[CH:22]=3)[CH:15]=[C:16]([Cl:18])[CH:17]=2)[CH:5]=[CH:4][N:3]=1>[Pt]>[Cl:18][C:16]1[CH:15]=[C:14]([NH:19][C:20](=[O:32])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]([F:29])([F:31])[F:30])[CH:22]=2)[CH:13]=[C:12]([O:11][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH2:1])[C:7]=2[NH2:8])[CH:17]=1

Participants

3

Reactant 1

HCID 45140537HCID 45140537, compound

Product 1

HCID 45140734HCID 45140734, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

Method D was used with N-(3-(2-Amino-3-nitropyridin-4-yloxy)-5-chlorophenyl)-3-(trifluoromethoxy)benzamide and with 5% sulphided platinum on carbon as catalyst to afford the title compound (92 mg, 98%). 1H NMR δ (DMSO) 4.53 (s, 2H, NH2), 5.66 (s, 2H, NH2), 6.19 (d, 1H, Hpy,5, J=5.5 Hz), 6.82 (t, 1H, Harom, J=2 Hz), 7.31 (d, 1H, Hpy,6, J=5.5 Hz), 7.34 (t, 1H, Harom, J=2 Hz), 7.61 (d, 1H, Harom, J=8 Hz), 7.68 (t, 1H, Harom, J=8 Hz), 7.73 (t, 1H, Harom, J=2 Hz), 7.87 (s, 1H, Harom,2′), 7.97 (d, 1H, Harom, J=8 Hz), 10.51 (s, 1H, CONH). 19F NMR δ (DMSO)-56.37 (s, 3F, CF3). MS m/z 439/441 (M++1).

Sources & evidence

ORD record
ord-d4b1e52cb4e24901966d7895aa9d6524
Source dataset
uspto-grants-2011_05
Patent number
US07951819B2

Reaction notes

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