Methyl Ethyl Ketone → HCID 14726867, compound

HRID 373008Notes

Reaction equation

HRID 373008 reaction equation
[BH4-].[Na+].[N+:3]([C:6]1[CH:7]=[N:8][N:9]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]3[N:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[CH2:17][CH2:16]2)[CH:10]=1)([O-])=O.[CH2:27]([C:29]([CH3:31])=O)[CH3:28]>C(O)C.O.O.O.O.O.O.[Ni](Cl)Cl>[CH3:28][CH:27]([NH:3][C:6]1[CH:7]=[N:8][N:9]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]3[N:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[CH2:17][CH2:16]2)[CH:10]=1)[CH2:29][CH3:31]

Participants

6

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 4311764Sodium borohydrideHCID 11724258HCID 11724258, compound

Product 1

HCID 14726867HCID 14726867, compound

Reagents, catalysts & solvents 2

HCID 11791229Dichloronickel;hexahydrateCatalystHCID 702EthanolSolvent

Procedure

0.9 g (24 mmol) of sodium borohydride is added to a suspension, cooled to 0° C., of 2.8 g (12 mmol) of nickel dichloride hexahydrate in a solution of 2 g (6 mmol) of 4-nitro-1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole, Example 7, and 10 ml of methyl ethyl ketone in 50 ml of ethanol. This temperature is maintained for 30 minutes and allowed to rise to room temperature, stirring is continued for 2 hours, the mixture is evaporated under vacuum, the residue is taken up with ethyl acetate and 1.22 g of 4-(2-butyl))amino-1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole are obtained in liquid form.

Workup

  1. temperatureThis temperature is maintained for 30 minutes
  2. customto rise to room temperature
  3. customthe mixture is evaporated under vacuum
  4. customare obtained in liquid form

Sources & evidence

ORD record
ord-ae92bd6dddcb469380f01c14b37b72bc
Source dataset
uspto-grants-1992_11
Patent number
US05162323

Reaction notes

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