1-(6-Bromo-4-chloroquinolin-3-YL)ethanone → HCID 178467071, compound

HRID 2271592Notes

Reaction equation

HRID 2271592 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:14])[CH3:13])=[C:5]2Cl.[NH2:16][C@H:17]1[CH2:22][CH2:21][C@H:20]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[CH2:19][CH2:18]1>>[C:12]([C:6]1[CH:7]=[N:8][C:9]2[C:4]([C:5]=1[NH:16][C@H:17]1[CH2:22][CH2:21][C@H:20]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:28])([CH3:27])[CH3:29])[CH2:19][CH2:18]1)=[CH:3][C:2]([Br:1])=[CH:11][CH:10]=2)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanoneHCID 178419079HCID 178419079, compound

Product 1

HCID 178467071HCID 178467071, compoundYield 80.4%

Procedure

Following general procedure B, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (420 mg, 1.48 mmol) was reacted with tert-butyl trans-4-aminocyclohexylcarbamate (642 mg, 3.00 mmol) to afford the desired product (550 mg, 80%) as an off-white solid: ESI MS m/z 462 [C22H28BrN3O3+H]+.

Sources & evidence

ORD record
ord-b18b5a583ca74c2ab6efd6d083a6d454
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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