Dimethylamine → HCID 24852036, compound

HRID 1095781Notes

Reaction equation

HRID 1095781 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:23])[C:7]=1[NH:8][C:9]1[C:18]2[C:13](=[C:14]([OH:21])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[NH:12][C:11](=[O:22])[CH:10]=1.Br[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]Br.[CH3:31][NH:32][CH3:33]>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:23])[C:7]=1[NH:8][C:9]1[C:18]2[C:13](=[C:14]([O:21][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:32]([CH3:33])[CH3:31])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[NH:12][C:11](=[O:22])[CH:10]=1

Participants

4

Reactant 3

HCID 674DimethylamineHCID 81001,5-DibromopentaneHCID 592681184-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxyquinolin-2(1H)-one

Product 1

HCID 24852036HCID 24852036, compound

Procedure

The title compound was prepared from 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxyquinolin-2(1H)-one (Example 11, Step 1), 1,5-dibromopentane, and dimethylamine following the procedures outlined in Example 13. 1H NMR (400 MHz, DMSO-d6): δ 9.91 (s, 1H), 8.83 (s, 1H), 8.75 (s, 2H), 7.87 (d, 1H), 7.04 (d, 1H), 4.77 (s, 1H), 3.96 (t, 2H), 3.90 (s, 3H), 2.19 (t, 2H), 2.10 (s, 6H), 1.76 (m, 2H), 1.48-1.32 (m, 4H) MS (ESI): 465.0.

Sources & evidence

ORD record
ord-931e76665ebf482d9d1b2a5c716a8b94
Source dataset
uspto-grants-2012_03
Patent number
US08138205B2

Reaction notes

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