Quinoline, 4-chloro-, 1-oxide → HCID 178518914, compound

HRID 1987646Notes

Reaction equation

HRID 1987646 reaction equation
[CH2:1]([C:8]1[CH2:12][C:11](=[O:13])[NH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N+:18]([O-])=[CH:17][CH:16]=1>>[CH2:1]([C:8]1=[N:9][NH:10][C:11](=[O:13])/[C:12]/1=[C:17]1\[NH:18][C:19]2[C:24]([C:15]([Cl:14])=[CH:16]\1)=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 3741098Quinoline, 4-chloro-, 1-oxideHCID 220592713-benzyl-1H-pyrazol-5(4H)-one

Product 1

HCID 178518914HCID 178518914, compound

Procedure

The title compound was prepared from 3-benzyl-1H-pyrazol-5(4H)-one and 4-chloroquinoline N-oxide under conditions similar to those described in Example 60. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.76 (s, 2H) 3.98 (bs, 1H) 7.23-7.32 (m, 5H) 7.61 (t, J=7.58 Hz, 1H) 7.76-7.82 (m, 1H) 7.93 (d, J=8.34 Hz, 1H) 8.08-8.18 (m, 2H); ESI-MS: m/z calc'd for C19H14ClN3O 335.08. found 336.2 (M+H)+.

Sources & evidence

ORD record
ord-42768ecb18f54c8b8ebcf84b102c0401
Source dataset
uspto-grants-2009_06
Patent number
US07550598B2

Reaction notes

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