1-Methylpiperazine → HCID 178480678, compound

HRID 467586Notes

Reaction equation

HRID 467586 reaction equation
C(OC([N:6]1[C:10]([NH:11][C:12](=[O:23])[C:13]2[CH:18]=[CH:17][C:16](F)=[C:15]([N+:20]([O-])=O)[CH:14]=2)=[C:9]2[CH2:24][N:25]([C:29](=[O:39])[NH:30][C:31]3[C:36]([Cl:37])=[CH:35][CH:34]=[CH:33][C:32]=3[Cl:38])[C:26]([CH3:28])([CH3:27])[C:8]2=[N:7]1)=O)C.[CH3:40][N:41]1[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]1>C1COCC1>[Cl:37][C:36]1[CH:35]=[CH:34][CH:33]=[C:32]([Cl:38])[C:31]=1[NH:30][C:29]([N:25]1[CH2:24][C:9]2[C:8](=[N:7][NH:6][C:10]=2[NH:11][C:12](=[O:23])[C:13]2[CH:18]=[CH:17][C:16]([N:44]3[CH2:45][CH2:46][N:41]([CH3:40])[CH2:42][CH2:43]3)=[C:15]([NH2:20])[CH:14]=2)[C:26]1([CH3:27])[CH3:28])=[O:39]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 67237094HCID 67237094, compound

Product 1

HCID 178480678HCID 178480678, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(3-Nitro-4-fluoro-benzoylamino)-5-(2,6-dichloro-phenylcarbamoyl)-6,6-dimethyl-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-2-carboxylic acid ethyl ester (0.28 g, 0.48 mmol) in dry THF (10 mL), N-methylpiperazine (0.16 L, 1.40 mmol) was added. The reaction was stirred at room temperature for four hours, the solvent removed under reduced pressure and the crude product purified by flash chromatography (CH2Cl2/MeOH 90/10) to afford 0.20 g (yield 70%) of the title compound.

Workup

  1. customthe solvent removed under reduced pressure
  2. customthe crude product purified by flash chromatography (CH2Cl2/MeOH 90/10)

Sources & evidence

ORD record
ord-00dc26e039f247f7901930a7744a5764
Source dataset
uspto-grants-2014_01
Patent number
US08623876B2

Reaction notes

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