Methyl Ethyl Ketone → HCID 14726867, compound

HRID 1646877Notes

Reaction equation

HRID 1646877 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

Conditions

Temperature
0 °C

Procedure

0.9 g (24 mmol) of sodium borohydride is added to a suspension of 2.8 g (12 mmol) of nickel dichloride hexahydrate in a solution, cooled to 0° C., 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 of 0° C. is maintained for 30 minutes, the mixture is 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-butylamino)1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole are obtained in liquid form.

Workup

  1. customto rise to room temperature
  2. customthe mixture is evaporated under vacuum
  3. customare obtained in liquid form

Sources & evidence

ORD record
ord-252c78fe7b9a40c3bb246fa6701a959e
Source dataset
uspto-grants-1993_01
Patent number
US05182281

Reaction notes

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