(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone → HCID 178519792, compound

HRID 2271550Notes

Reaction equation

HRID 2271550 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.Cl.Cl.[N:20]1([CH2:25][C@H:26]2[CH2:31][CH2:30][C@H:29]([NH2:32])[CH2:28][CH2:27]2)[CH2:24][CH2:23][CH2:22][CH2:21]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]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:32][C@H:29]1[CH2:28][CH2:27][C@H:26]([CH2:25][N:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:31][CH2:30]1

Participants

3

Reactant 2

HCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanoneHCID 178478720HCID 178478720, compound

Product 1

HCID 178519792HCID 178519792, compoundYield 52%

Procedure

Following general procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (466 mg, 1.5 mmol) was reacted with trans-4-(pyrrolidin-1-ylmethyl)cyclohexanamine dihydrochloride (847 mg, 3.0 mmol) to afford the desired product (180 mg, 52%) as an off-white solid. ESI MS m/z 456 [C24H30BrN3O+H]+

Sources & evidence

ORD record
ord-644bb9bbed59418d93e5eb8c64a3d4f0
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…