1-(3,5-Dichloropyridin-2-yl)piperazine → [4-(3,5-Dichloropyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanone

HRID 2411333Notes

Reaction equation

HRID 2411333 reaction equation
[O:1]=[S:2]1(=[O:17])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[C:9]([F:16])[CH:8]=1.[Cl:18][C:19]1[C:20]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[N:21][CH:22]=[C:23]([Cl:25])[CH:24]=1>>[Cl:18][C:19]1[C:20]([N:26]2[CH2:31][CH2:30][N:29]([C:11]([C:10]3[CH:14]=[CH:15][C:7]([N:3]4[CH2:4][CH2:5][CH2:6][S:2]4(=[O:1])=[O:17])=[CH:8][C:9]=3[F:16])=[O:13])[CH2:28][CH2:27]2)=[N:21][CH:22]=[C:23]([Cl:25])[CH:24]=1

Participants

3

Reactant 2

HCID 27714311-(3,5-Dichloropyridin-2-yl)piperazineHCID 712528614-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorobenzoic acid

Product 1

HCID 71252349[4-(3,5-Dichloropyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-fluorophenyl]methanoneYield 102.3%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-fluorobenzoic acid (272 mg) described in Preparation Example 23 and 1-(3,5-dichloropyridin-2-yl)piperazine (244 mg) and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (508 mg) was obtained.

Sources & evidence

ORD record
ord-a7ca1a19e9a3478aa6e73a664cf236d7
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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