Piperazine → 5-(Benzyloxy)-2-(piperazin-1-yl)pyrimidine

HRID 905173

Reaction equation

HRID 905173 reaction equation
N1C=CC=NC=1.CS([C:11]1[N:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:13][N:12]=1)(=O)=O.[NH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>C1(C)C=CC=CC=1>[C:19]1([CH2:18][O:17][C:14]2[CH:13]=[N:12][C:11]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:16][CH:15]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 9260PyrimidineHCID 28029022-Methylsulfonyl-5-phenylmethoxypyrimidine

Product 1

HCID 28029015-(Benzyloxy)-2-(piperazin-1-yl)pyrimidineYield 42%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of the pyrimidine prepared in (a) above (24.5 g, 0.09 mole), piperazine (77.5 g, 0.9 mole), and toluene (160 mL) was heated at 150° C. in a stainless steel omb for 22 hr. The reaction mixture was filtered, concentrated in vacuo, and the residue crystallized from Skelly B to give 10.15 g (42%) off-white solid, m.p. 94°-97° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue crystallized from Skelly B

Sources & evidence

ORD record
ord-d07aaf8960c447c1a3ce0bfacd8a1b96
Source dataset
uspto-grants-1983_12
Patent number
US04423049

Linked notes

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