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

HRID 2271582Notes

Reaction equation

HRID 2271582 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]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[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]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[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 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone

Product 1

HCID 66715460{6-Bromo-4-[4-(pyrrolidin-1-ylmethyl)piperidin-1-yl]quinolin-3-yl}(cyclopropyl)methanoneYield 70%

Procedure

Following general procedure B, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (210 mg, 0.680 mmol) was reacted with 4-(pyrrolidin-1-ylmethyl)piperidine (229 mg, 1.36 mmol) to afford the desired product (210 mg, 70%) as a yellow semisolid: ESI MS m/z 443 [C23H28BrN3O+H]+.

Sources & evidence

ORD record
ord-cfee4d66340d4114972d8f283a5903e9
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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