1,1-Dimethylethyl 4-(5-amino-2-pyrimidinyl)-1-piperazinecarboxylate → HCID 66715920, compound

HRID 2271602Notes

Reaction equation

HRID 2271602 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:17]1[CH:18]=[N:19][C:20]([N:23]2[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]2)=[N:21][CH:22]=1>>[C:12]([C:6]1[CH:7]=[N:8][C:9]2[C:4]([C:5]=1[NH:16][C:17]1[CH:22]=[N:21][C:20]([N:23]3[CH2:24][CH2:25][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:27][CH2:28]3)=[N:19][CH:18]=1)=[CH:3][C:2]([Br:1])=[CH:11][CH:10]=2)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 594643191,1-Dimethylethyl 4-(5-amino-2-pyrimidinyl)-1-piperazinecarboxylateHCID 667154831-(6-Bromo-4-chloroquinolin-3-YL)ethanone

Product 1

HCID 66715920HCID 66715920, compoundYield 44.7%

Procedure

Following general procedure B, 1-(6-bromo-4-chloroquinolin-3-yl)ethanone (300 mg, 1.06 mmol) was reacted with tert-butyl 4-(5-aminopyrimidin-2-yl)piperazine-1-carboxylate (495 mg, 1.59 mmol) to afford the desired product (250 mg, 44%) as a yellow solid: ESI MS m/z 527, [C24H27BrN6O3+H]+

Sources & evidence

ORD record
ord-701f405fc4a9468f89246fe904d97afb
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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