Methylamine → 2-(Methylamino)-2-oxoethyl 4-(5-bromo-2-pyridyl)-1-piperazinecarboxylate

HRID 1640413Notes

Reaction equation

HRID 1640413 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]([O:20]CC)=O)=[O:15])[CH2:10][CH2:9]2)=[N:6][CH:7]=1.[CH3:23][NH2:24].C(OC(C)C)(C)C>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:9][CH2:10][N:11]([C:14]([O:16][CH2:17][C:18]([NH:24][CH3:23])=[O:20])=[O:15])[CH2:12][CH2:13]2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 7914Diisopropyl EtherHCID 602095502-(Ethyloxy)-2-oxoethyl 4-(5-bromo-2-pyridyl)-1-piperazinecarboxylate

Product 1

HCID 602095602-(Methylamino)-2-oxoethyl 4-(5-bromo-2-pyridyl)-1-piperazinecarboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The process is performed as described in Example 1 (step 1.4.). Starting with 2.20 g (5.91 mmol) of 2-(ethyloxy)-2-oxoethyl 4-(5-bromo-2-pyridyl)-1-piperazinecarboxylate, obtained in step 3.3. of Example 3, and 14.80 ml (29.55 mmol) of a solution of methylamine (2M) in tetrahydrofuran, and after crystallization from diisopropyl ether, 1.974 g of pure product are obtained in the form of a white solid.

Workup

  1. customobtained in step 3.3
  2. customare obtained in the form of a white solid

Sources & evidence

ORD record
ord-32a328e0b68d41378b00af56ccab798e
Source dataset
uspto-grants-2012_02
Patent number
US08114866B2

Reaction notes

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