Methyl iodide → HCID 59620039, compound

HRID 445778Notes

Reaction equation

HRID 445778 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([N:7]2[C:19]3[C:18]4[CH:17]=[C:16]([C:20]5[CH:21]=[N:22][CH:23]=[C:24]([C:26]([OH:29])([CH3:28])[CH3:27])[CH:25]=5)[CH:15]=[CH:14][C:13]=4[N:12]=[CH:11][C:10]=3[N:9]([CH3:30])[C:8]2=[O:31])[C:4]([CH3:32])=[N:3]1.I[CH2:34][CH3:35].IC>>[CH3:1][N:2]1[CH:6]=[C:5]([N:7]2[C:19]3[C:18]4[CH:17]=[C:16]([C:20]5[CH:21]=[N:22][CH:23]=[C:24]([C:26]([O:29][CH2:34][CH3:35])([CH3:28])[CH3:27])[CH:25]=5)[CH:15]=[CH:14][C:13]=4[N:12]=[CH:11][C:10]=3[N:9]([CH3:30])[C:8]2=[O:31])[C:4]([CH3:32])=[N:3]1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 6340IodoethaneHCID 59619965HCID 59619965, compound

Product 1

HCID 59620039HCID 59620039, compound

Procedure

The title compound was synthesized in a similar manner as described for Example 104 using 1-(1,3-dimethyl-1H-pyrazol-4-yl)-8-[5-(1-hydroxy-1-methyl-ethyl)-pyridin-3-yl]-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Example 215.2, 0.063 mmol) and iodethane as replacement for the iodomethane to give the title compound as a film. (HPLC: tR 2.30 min (Method A); M+H=457 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.99 (s, 1H), 8.69-8.67 (m, 1H), 8.63-8.61 (m, 1H), 8.16-8.12 (m, 2H), 8.03-7.98 (m, 1H), 7.77-7.74 (m, 1H), 7.63-7.61 (m, 1H), 3.89 (s, 3H), 3.58 (s, 3H), 3.21 (q, 2H), 1.97 (s, 3H), 1.55 (s, 3H), 1.54 (s, 3H), 1.09 (t, 3H))

Workup

  1. customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record
ord-1b03c844a6ce4d8f96bf8ef85dd423b6
Source dataset
uspto-grants-2013_07
Patent number
US08476294B2

Reaction notes

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