HCID 58314575, compound → HCID 66715388, compound

HRID 2271664Notes

Reaction equation

HRID 2271664 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.[CH2:18]([N:21]([CH2:30][CH:31]=[CH2:32])[C:22]1([CH3:29])[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24][CH2:23]1)[CH:19]=[CH2:20]>>[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[NH:28][CH:25]1[CH2:26][CH2:27][C:22]([N:21]([CH2:18][CH:19]=[CH2:20])[CH2:30][CH:31]=[CH2:32])([CH3:29])[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 58314575HCID 58314575, compoundHCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone

Product 1

HCID 66715388HCID 66715388, compoundYield 47.2%

Procedure

Following general procedure B, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (300 mg, 0.966 mmol) was reacted with N1,N1-diallyl-1-methylcyclohexane-1,4-diamine (400 mg, 1.93 mmol) to afford the desired product (220 mg, 47%) as a yellow solid: ESI MS m/z 482 [C26H32BrN3O+H]+.

Sources & evidence

ORD record
ord-78661dea7acf4b4792b440e131fe1e75
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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