3-Chloropropanesulphonyl chloride → [4-(2,4-Dicyclopropylphenyl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-4-methylpyridin-3-yl]methanone

HRID 2411608Notes

Reaction equation

HRID 2411608 reaction equation
C1(C2C=C(C3CC3)C=CC=2N2CCN(C(C3C=NC(F)=CC=3C)=O)CC2)CC1.COC1C=CC(CN)=CC=1.Cl[CH2:40][CH2:41][CH2:42][S:43](Cl)(=[O:45])=[O:44].[NH2:47][C:48]1[N:53]=[CH:52][C:51]([C:54]([N:56]2[CH2:61][CH2:60][N:59]([C:62]3[CH:67]=[CH:66][C:65]([CH:68]4[CH2:70][CH2:69]4)=[CH:64][C:63]=3[CH:71]3[CH2:73][CH2:72]3)[CH2:58][CH2:57]2)=[O:55])=[C:50]([CH3:74])[CH:49]=1>>[CH:71]1([C:63]2[CH:64]=[C:65]([CH:68]3[CH2:70][CH2:69]3)[CH:66]=[CH:67][C:62]=2[N:59]2[CH2:58][CH2:57][N:56]([C:54]([C:51]3[CH:52]=[N:53][C:48]([N:47]4[CH2:40][CH2:41][CH2:42][S:43]4(=[O:45])=[O:44])=[CH:49][C:50]=3[CH3:74])=[O:55])[CH2:61][CH2:60]2)[CH2:72][CH2:73]1

Participants

5

Reactant 4

HCID 154103-Chloropropanesulphonyl chlorideHCID 754524-MethoxybenzylamineHCID 58484588HCID 58484588, compoundHCID 71252153HCID 71252153, compound

Product 1

HCID 71251931[4-(2,4-Dicyclopropylphenyl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-4-methylpyridin-3-yl]methanone

Procedure

Using [4-(2,4-dicyclopropylphenyl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone (480 mg) described in Preparation Example 179, 4-methoxybenzylamine (2 mL) and 3-chloropropane-1-sulfonyl chloride (0.31 mL) and by the reaction and treatment in the same manner as in Example 229, the title compound (450 mg) was obtained via (6-amino-4-methylpyridin-3-yl)[4-(2,4-dicyclopropylphenyl)piperazin-1-yl]methanone.

Sources & evidence

ORD record
ord-4d2bbcfda41c496780a3b683aaf9bee7
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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