Ethyl 5-bromopyridine-3-carboxylate → Ethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-3-pyridinecarboxylate

HRID 2234990Notes

Reaction equation

HRID 2234990 reaction equation
ClC1C=C([N:8]2[CH2:13][C@H:12]([CH3:14])[NH:11][C@H:10]([CH3:15])[CH2:9]2)C=CN=1.Br[C:17]1[CH:18]=[C:19]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:20]=[N:21][CH:22]=1>>[CH3:15][C@H:10]1[NH:11][C@@H:12]([CH3:14])[CH2:13][N:8]([C:17]2[CH:18]=[C:19]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:20]=[N:21][CH:22]=2)[CH2:9]1

Participants

3

Reactant 2

HCID 140785Ethyl 5-bromopyridine-3-carboxylateHCID 58988144cis-1-(2-Chloro-4-pyridinyl)-3,5-dimethylpiperazine2×

Product 1

HCID 58988147Ethyl 5-[cis-3,5-dimethyl-1-piperazinyl]-3-pyridinecarboxylate

Procedure

The title compound was prepared in a similar manner to cis-1-(2-chloro-4-pyridinyl)-3,5-dimethylpiperazine using ethyl 5-bromo-3-pyridinecarboxylate and cis-2,2-dimethylpiperazine as the starting materials (D19). MS (ES+) m/e 264 [M+H]+.

Sources & evidence

ORD record
ord-e0615d352c624d07806ce054075769a8
Source dataset
uspto-grants-2010_05
Patent number
US07713978B2

Reaction notes

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