1-Methylpiperazin-2-one → HCID 57682590, compound

HRID 494147Notes

Reaction equation

HRID 494147 reaction equation
C([O:8][C:9]1[C:17]2[C:16](=[O:18])[N:15]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[N:14]=[C:13](Br)[C:12]=2[N:11]2[CH2:28][CH2:29][N:30]([CH3:33])[C:31](=[O:32])[C:10]=12)C1C=CC=CC=1.[CH3:34][N:35]1[CH2:40][CH2:39][NH:38][CH2:37][C:36]1=[O:41]>>[F:26][C:23]1[CH:22]=[CH:21][C:20]([CH2:19][N:15]2[C:16](=[O:18])[C:17]3[C:9]([OH:8])=[C:10]4[C:31](=[O:32])[N:30]([CH3:33])[CH2:29][CH2:28][N:11]4[C:12]=3[C:13]([N:38]3[CH2:39][CH2:40][N:35]([CH3:34])[C:36](=[O:41])[CH2:37]3)=[N:14]2)=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 43990421-Methylpiperazin-2-oneHCID 68866000HCID 68866000, compound

Product 1

HCID 57682590HCID 57682590, compound

Conditions

Temperature
100 °C

Procedure

A mixture of 10-(benzyloxy)-4-bromo-2-(4-fluorobenzyl)-8-methyl-7,8-dihydropyrazino[1′,2′:1,5]pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-dione (0.10 g, 0.19 mmol; Example 160, Step 1) and 1-methylpiperazin-2-one (2 mL) was heated in a sealed tube in an oil bath at 100° C. overnight. The benzyl protecting group was also cleaved in the process. The reaction mixture was subjected to reverse phase preparative HPLC purification. Collection and lyophilization of appropriate fractions provided the title compound.

Workup

  1. customphase preparative HPLC purification
  2. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-b9a9761c5a09427a8a6d4cf5d8cb67af
Source dataset
uspto-grants-2009_05
Patent number
US07538112B2

Reaction notes

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