(6-Bromo-4-chloro-7-fluoroquinolin-3-yl)(cyclopropyl)methanone → HCID 178484099, compound

HRID 2271599Notes

Reaction equation

HRID 2271599 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[N:8]=[CH:7][C:6]([C:13]([CH:15]1[CH2:17][CH2:16]1)=[O:14])=[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][C:11]=1[F:12])[N:8]=[CH:7][C:6]([C:13]([CH:15]1[CH2:17][CH2:16]1)=[O:14])=[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 66715407(6-Bromo-4-chloro-7-fluoroquinolin-3-yl)(cyclopropyl)methanoneHCID 178484105HCID 178484105, compound

Product 1

HCID 178484099HCID 178484099, compoundYield 54.2%

Procedure

Following general procedure C, (6-bromo-4-chloro-7-fluoroquinolin-3-yl)(cyclopropyl)methanone (297 mg, 0.900 mmol) was reacted with trans-N1,N1-dimethylcyclohexane-1,4-diamine (290 mg, 1.35 mmol) to afford the desired product (212 mg, 54%) as an off-white solid: ESI MS m/z 435 [C21H25BrFN3O+H]+.

Sources & evidence

ORD record
ord-b5c80407cf1b4286a6108f5bed3c6bf5
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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