Methanesulfonyl chloride → HCID 14726864, compound

HRID 1646876Notes

Reaction equation

HRID 1646876 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[N:9][N:10]([CH2:12][CH2:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][N:19]([C:22]3[N:27]=[CH:26][CH:25]=[CH:24][N:23]=3)[CH2:18][CH2:17]2)[CH:11]=1>N1C=CC=CC=1>[CH3:1][S:2]([NH:6][C:7]1[CH:8]=[N:9][N:10]([CH2:12][CH2:13][CH2:14][CH2:15][N:16]2[CH2:17][CH2:18][N:19]([C:22]3[N:23]=[CH:24][CH:25]=[CH:26][N:27]=3)[CH2:20][CH2:21]2)[CH:11]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 14726863HCID 14726863, compound

Product 1

HCID 14726864HCID 14726864, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.8 g (16 mmol) of methanesulphonyl chloride are added slowly to a cooled solution of 4.4 g (14.6 mmol) of 4-amino-1-(4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole, Example 16, in 30 ml of pyridine. The mixture is left for 1 hour at 0° C., left at room temperature for 4 hours and poured into ice-cold water, the resulting mixture is extracted with chloroform and 3.7 g of 4-methylsulphonamido-1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole are obtained, which product may be recrystallised in ethyl ether, with a melting point of 132° C.

Workup

  1. waitleft at room temperature for 4 hours
  2. additionpoured into ice-cold water
  3. extractionthe resulting mixture is extracted with chloroform and 3.7 g of 4-methylsulphonamido-1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole
  4. customare obtained
  5. customwhich product may be recrystallised in ethyl ether, with a melting point of 132° C.

Sources & evidence

ORD record
ord-3aef528d32cd421fbf27a5a1f899afe3
Source dataset
uspto-grants-1993_01
Patent number
US05182281

Reaction notes

Loading…