4-(Pyrrolidin-1-ylmethyl)piperidine → 1-{6-Bromo-4-[4-(pyrrolidin-1-ylmethyl)piperidin-1-yl]quinolin-3-yl}-2-methylpropan-1-one

HRID 2271589Notes

Reaction equation

HRID 2271589 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])=[C:5]2Cl.[N:18]1([CH2:23][CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH2:22][CH2:21][CH2:20][CH2:19]1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])=[C:5]2[N:27]1[CH2:26][CH2:25][CH:24]([CH2:23][N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 167683474-(Pyrrolidin-1-ylmethyl)piperidineHCID 680919931-(6-Bromo-4-chloroquinolin-3-yl)-2-methylpropan-1-one

Product 1

HCID 667161321-{6-Bromo-4-[4-(pyrrolidin-1-ylmethyl)piperidin-1-yl]quinolin-3-yl}-2-methylpropan-1-oneYield 68.3%

Procedure

Following general procedure B, 1-(6-bromo-4-chloroquinolin-3-yl)-2-methylpropan-1-one (250 mg, 0.800 mmol) was reacted with 4-(pyrrolidin-1-ylmethyl)piperidine (168 mg, 1.00 mmol) to afford the desired product (243 mg, 68%) as a yellow solid: ESI MS m/z 444 [C23H30BrN3O+H]+.

Sources & evidence

ORD record
ord-624853bc9a764bbdb8d91587047c5e47
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…