1-(6-Bromo-4-chloroquinolin-3-yl)-3-methylbutan-1-one → HCID 178446971, compound

HRID 2271597Notes

Reaction equation

HRID 2271597 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:17])[CH2:13][CH:14]([CH3:16])[CH3:15])=[C:5]2Cl.[CH3:19][N:20]([CH3:28])[C@H:21]1[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]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:17])[CH2:13][CH:14]([CH3:16])[CH3:15])=[C:5]2[NH:27][C@H:24]1[CH2:25][CH2:26][C@H:21]([N:20]([CH3:28])[CH3:19])[CH2:22][CH2:23]1

Participants

3

Reactant 2

HCID 866928431-(6-Bromo-4-chloroquinolin-3-yl)-3-methylbutan-1-oneHCID 178484105HCID 178484105, compound

Product 1

HCID 178446971HCID 178446971, compoundYield 21.5%

Procedure

Following general procedure B, 1-(6-bromo-4-chloroquinolin-3-yl)-3-methylbutan-1-one (44 mg, 0.14 mmol) was reacted with trans-N1,N1-dimethylcyclohexane-1,4-diamine (92 mg, 0.43 mmol) to afford the desired product (13 mg, 21%) as an off-white solid: ESI MS m/z 433 [C22H30BrN3O+H]+.

Sources & evidence

ORD record
ord-5166f659b25e40a6b57cc51613effa96
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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