3-Bromoquinolin-6-ol → HCID 69254704, compound

HRID 2222301Notes

Reaction equation

HRID 2222301 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([OH:12])=[CH:7][CH:6]=2.Br[CH:14]([CH2:26][O:27][CH3:28])[C:15]([NH:17][C:18]([CH3:25])([CH3:24])[C:19]#[C:20][CH2:21][O:22][CH3:23])=[O:16]>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:12][CH:14]([CH2:26][O:27][CH3:28])[C:15]([NH:17][C:18]([CH3:25])([CH3:24])[C:19]#[C:20][CH2:21][O:22][CH3:23])=[O:16])=[CH:7][CH:6]=2

Participants

3

Reactant 2

HCID 148078713-Bromoquinolin-6-olHCID 21078403HCID 21078403, compound

Product 1

HCID 69254704HCID 69254704, compound

Procedure

In a similar procedure to Example 6 Stage 2, 3-bromo-6-hydroxyquinoline was reacted with 2-bromo-N-(1-methoxy-4-methylpent-2-yn-4-yl) 3-methoxypropionamide to give 2-(3-bromo-6-quinolinyloxy)-N-(1-methoxy-4-methylpent-2-yn-4-yl) 3-methoxypropionamide as a gum. 1H NMR (CDCl3) δ: 1.58(3H, s); 1.59(3H, s); 1.77(3H, s0; 3.44(3H, s); 3.87-3.95(2H, m); 4.73(1H, m); 6.52(1H, s); 7.08(1H, m); 7.48(1H, dd); 8.02(1H, d); 8.21(1H, m); 8.79(1H, m).

Sources & evidence

ORD record
ord-05651b96444c4f75beace8ec40d2e298
Source dataset
uspto-grants-2008_05
Patent number
US07371764B2

Reaction notes

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