6-Bromo-4-chloro-quinoline-3-carbonitrile → HCID 178484092, compound

HRID 2271563Notes

Reaction equation

HRID 2271563 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]#[N:13])=[C:5]2Cl.Cl.Cl.[CH3:17][N:18]([CH3:26])[C@H:19]1[CH2:24][CH2:23][C@H:22]([NH2:25])[CH2:21][CH2:20]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]#[N:13])=[C:5]2[NH:25][C@H:22]1[CH2:23][CH2:24][C@H:19]([N:18]([CH3:26])[CH3:17])[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 234380956-Bromo-4-chloro-quinoline-3-carbonitrileHCID 178484109HCID 178484109, compound

Product 1

HCID 178484092HCID 178484092, compoundYield 15.3%

Procedure

Following general procedure C, 6-bromo-4-chloroquinoline-3-carbonitrile (262 mg, 0.98 mmol) was reacted with trans-N1,N1-dimethylcyclohexane-1,4-diamine dihydrochloride (422 mg, 1.96 mmol) to afford the desired product (56 mg, 15%) as a yellow solid. ESI MS m/z 373 [C18H21BrN4+H]+

Sources & evidence

ORD record
ord-8b9e6c6da5af4b299ef85e219b617fc8
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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