Tert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylate → MK-212 hydrochloride

HRID 459859Notes

Reaction equation

HRID 459859 reaction equation
Cl.C(OCC)(=O)C.[Cl:8][C:9]1[CH:14]=[N:13][CH:12]=[C:11]([N:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)[N:10]=1>>[ClH:8].[Cl:8][C:9]1[CH:14]=[N:13][CH:12]=[C:11]([N:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[N:10]=1

Participants

3

Reactant 2

HCID 18186946Tert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylateHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 198421MK-212 hydrochloride

Procedure

In 15 ml of a 4M hydrochloric acid-ethyl acetate solution, 0.71 g of 2-chloro-6-(4-t-butoxycarbonylpiperazin-1-yl)pyrazine was stirred at room temperature for 7 hours. The solvent was evaporated to obtain a crude product of 2-chloro-6-(piperazin-1-yl)pyrazine hydrochloride. The obtained crude product and 0.62 g of 6-(3,4-dimethoxyphenyl)pyridine-2-carboxylic acid were treated in a similar manner to Example 4 to obtain 594 mg of 2-chloro-6-{4-[6-(3,4-dimethoxyphenyl)pyridine-2-carbonyl]piperazin-1-yl}pyrazine as pale yellow crystals.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-9a6a832c0a364e988bede071db32ea02
Source dataset
uspto-grants-2007_03
Patent number
US07196080B2

Reaction notes

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