Piperazine → HCID 18186777, compound

HRID 1296676Notes

Reaction equation

HRID 1296676 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:12][CH:11]=2)[N:3]=1.C(OC1C=CC(CO)=CC=1)C1C=CC=CC=1.[NH:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1.C([O-])([O-])=O.[K+].[K+]>>[CH2:17]([O:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][O:8][C:4]2[CH:5]=[N:6][CH:7]=[C:2]([N:40]3[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]3)[N:3]=2)=[CH:11][CH:12]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 4

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 70043(4-(Benzyloxy)phenyl)methanolHCID 18186911HCID 18186911, compound

Product 1

HCID 18186777HCID 18186777, compound

Procedure

The title compound was prepared according to the procedure of example 50, step 2, starting from 2-chloro-6-{[4-(benzyloxy)benzyl]oxy}pyrazine (1.15 g, 3.52 mmol; obtained according to the procedure of example 50, step 1, starting from 4-benzyloxybenzyl alcohol), piperazine (0.894 g, 10.4 mmol) and K2CO3 (0.486 g, 3.52 mmol). The yield of the title compound was 0.57 g (43%) which was obtained as a colorless viscous oil that solidified upon standing. Fragmenting mass analysis supports the stated structure. HRMS m/z calcd for C22H24N4O2 (M)+ 376.1899, found 376.1892.

Workup

  1. customThe title compound was prepared
  2. customobtained
  3. customwas obtained as a colorless viscous oil that

Sources & evidence

ORD record
ord-7ae44fbd234a47f28dc1761f96531125
Source dataset
uspto-grants-2007_07
Patent number
US07247633B2

Reaction notes

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