tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate → HCID 86692892, compound

HRID 2271663Notes

Reaction equation

HRID 2271663 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]2Cl.[NH2:18][C:19]1[CH:20]=[CH:21][C:22]([N:25]2[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]2)=[N:23][CH:24]=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](=[O:16])[CH2:13][CH2:14][CH3:15])=[C:5]2[NH:18][C:19]1[CH:20]=[CH:21][C:22]([N:25]2[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]2)=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 17999304tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylateHCID 68091885HCID 68091885, compound

Product 1

HCID 86692892HCID 86692892, compoundYield 69%

Procedure

Following general procedure C, 1-(6-bromo-4-chloroquinolin-3-yl)butan-1-one (360 mg, 1.15 mmol) was reacted with tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate (480 mg, 1.73 mmol) to afford the desired product (440 mg, 69%) as an orange solid: ESI MS m/z 554 [C27H32BrN5O3+H]+.

Sources & evidence

ORD record
ord-dd56cfde82674bdcb1996dc624266e83
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…