3-Chloropropanesulphonyl chloride → [4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-4-methylpyridin-3-yl]methanone

HRID 2411611Notes

Reaction equation

HRID 2411611 reaction equation
C1(C2C(N3CCN(C(C4C=NC(F)=CC=4C)=O)CC3)=NC=C(C)C=2)CC1.COC1C=CC(CN)=CC=1.Cl[CH2:38][CH2:39][CH2:40][S:41](Cl)(=[O:43])=[O:42].[NH2:45][C:46]1[N:51]=[CH:50][C:49]([C:52]([N:54]2[CH2:59][CH2:58][N:57]([C:60]3[C:65]([CH:66]4[CH2:68][CH2:67]4)=[CH:64][C:63]([CH3:69])=[CH:62][N:61]=3)[CH2:56][CH2:55]2)=[O:53])=[C:48]([CH3:70])[CH:47]=1>>[CH:66]1([C:65]2[C:60]([N:57]3[CH2:58][CH2:59][N:54]([C:52]([C:49]4[CH:50]=[N:51][C:46]([N:45]5[CH2:38][CH2:39][CH2:40][S:41]5(=[O:43])=[O:42])=[CH:47][C:48]=4[CH3:70])=[O:53])[CH2:55][CH2:56]3)=[N:61][CH:62]=[C:63]([CH3:69])[CH:64]=2)[CH2:68][CH2:67]1

Participants

5

Reactant 4

HCID 154103-Chloropropanesulphonyl chlorideHCID 754524-MethoxybenzylamineHCID 71252234[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanoneHCID 71252348(6-Amino-4-methylpyridin-3-yl)[4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252917[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-4-methylpyridin-3-yl]methanone

Procedure

Using [4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanone (180 mg) described in Preparation Example 181, 4-methoxybenzylamine (2 mL) and 3-chloropropane-1-sulfonyl chloride (0.12 mL) and by the reaction and treatment in the same manner as in Example 229, the title compound (125 mg) was obtained via (6-amino-4-methylpyridin-3-yl)[4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl]methanone.

Sources & evidence

ORD record
ord-799cbaaf97ff4f8b942b5a78fd460425
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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