Water → HCID 15117097, compound

HRID 655035Notes

Reaction equation

HRID 655035 reaction equation
[N:1]#[C:2]Br.C(=O)([O-])[O-].[K+].[K+].[F:10][C:11]1[CH:19]=[C:18]2[C:14]([C:15]([N:26]3[CH2:31][CH2:30][N:29](C)[CH2:28][CH2:27]3)=[N:16][N:17]2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][CH:12]=1.O>CS(C)=O>[F:10][C:11]1[CH:19]=[C:18]2[C:14]([C:15]([N:26]3[CH2:27][CH2:28][N:29]([C:2]#[N:1])[CH2:30][CH2:31]3)=[N:16][N:17]2[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10476Cyanogen BromideHCID 11430Potassium CarbonateHCID 15117095HCID 15117095, compound

Product 1

HCID 15117097HCID 15117097, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

To a stirred mixture of 1.6 g of cyanogen bromide, 2.1 g of potassium carbonate and 30 ml of dimethyl sulfoxide was added, dropwise, a solution of 4.8 g of 6-fluoro-3-(4-methyl-1-piperazinyl)-1-phenyl-1H-indazole in 30 ml of dimethylsulfoxide. The reaction mixture was stirred at ambient temperature for 2 hours and then poured into water. The resulting precipitate was recrystallized from ethanol to yield 2.3 g (48%) of 4-(6-fluoro-1-phenyl-1H-indazol-3-yl)-1-piperazine carbonitrile, m.p. 172°-174°.

Workup

  1. additionwas added
  2. customThe resulting precipitate was recrystallized from ethanol

Sources & evidence

ORD record
ord-35fc7dfa053348ca9d208e3161369fb9
Source dataset
uspto-grants-1992_07
Patent number
US05134236

Reaction notes

Loading…