HCID 68091885, compound → HCID 178450269, compound

HRID 2271662Notes

Reaction equation

HRID 2271662 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:16])[CH2:13][CH2:14][CH3:15])=[C:5]2[Cl:17].[CH3:18][N:19]([CH2:21][C@H:22]1[CH2:27][CH2:26][C@H:25]([NH2:28])[CH2:24][CH2:23]1)[CH3:20]>>[ClH:17].[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:16])[CH2:13][CH2:14][CH3:15])=[C:5]2[NH:28][C@H:25]1[CH2:26][CH2:27][C@H:22]([CH2:21][N:19]([CH3:20])[CH3:18])[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 68091885HCID 68091885, compoundHCID 178483674HCID 178483674, compound

Product 2

HCID 313Hydrochloric AcidHCID 178450269HCID 178450269, compoundYield 33%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)butan-1-one (0.350 mg, 1.12 mmol) was reacted with trans-4-[(dimethylamino)methyl]cyclohexanamine.HCl (385 mg, 1.68 mmol) to afford the desired product (160 mg, 33%) as an off-white solid: ESI MS m/z 432 [C22H30BrN3O+H]+.

Sources & evidence

ORD record
ord-fdc5ee337ded4c96a7c13a55e96abb97
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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