2-Chloro-6-(1-piperazinyl)pyrazine → 2-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-3a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide, dihydrochloride

HRID 569576

Reaction equation

HRID 569576 reaction equation
[CH3:1][C:2]1[CH2:13][CH:6]2[C:7](=[O:12])[NH:8][S:9](=[O:11])(=[O:10])[CH:5]2[CH2:4][C:3]=1[CH3:14].[Cl:15][C:16]1[N:21]=[C:20]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:19]=[N:18][CH:17]=1.[C:28]1(N)[C:33](F)=C(F)C(F)=[C:30](N)[C:29]=1F.[ClH:40].Cl>>[ClH:15].[ClH:40].[Cl:15][C:16]1[N:21]=[C:20]([N:22]2[CH2:23][CH2:24][N:25]([CH2:33][CH2:28][CH2:29][CH2:30][N:8]3[C:7](=[O:12])[CH:6]4[CH2:13][C:2]([CH3:1])=[C:3]([CH3:14])[CH2:4][CH:5]4[S:9]3(=[O:11])=[O:10])[CH2:26][CH2:27]2)[CH:19]=[N:18][CH:17]=1

Participants

4

Reactant 3

HCID 1079922-Chloro-6-(1-piperazinyl)pyrazineHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 124770383a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3-(2H)-one 1,1-dioxide

Product 1

HCID 885218572-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-3a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide, dihydrochloride

Procedure

The title compound is prepared using the procedure of Example 1 using 3a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3-(2H)-one 1,1-dioxide instead of 3a,4,7,7a-tetrahydro-4,7-methano-1,2-benzisothiazol-3(2H)-one 1,1-dioxide and 1-(6-chloro-2-pyrazinyl)piperazine instead of 4-(2-pyrimidinyl)piperazine. The final product is converted to its dihydrochloride salt, mp 158°-160° C.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-4931d279d7594679a4d32efc8e4fd4c1
Source dataset
uspto-grants-1988_03
Patent number
US04732984

Linked notes

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