HCID 16664117, compound → (S)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][2-fluoro-4-(3-hydroxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411441Notes

Reaction equation

HRID 2411441 reaction equation
C([O:8][CH2:9][C@@H:10]1[CH2:14][CH2:13][S:12](=[O:16])(=[O:15])[NH:11]1)C1C=CC=CC=1.Br[C:18]1[CH:23]=[CH:22][C:21]([C:24]([N:26]2[CH2:31][CH2:30][N:29]([C:32]3[C:37]([CH3:38])=[CH:36][C:35]([CH:39]4[CH2:41][CH2:40]4)=[CH:34][N:33]=3)[CH2:28][CH2:27]2)=[O:25])=[C:20]([F:42])[CH:19]=1>>[CH:39]1([C:35]2[CH:36]=[C:37]([CH3:38])[C:32]([N:29]3[CH2:28][CH2:27][N:26]([C:24]([C:21]4[CH:22]=[CH:23][C:18]([N:11]5[C@H:10]([CH2:9][OH:8])[CH2:14][CH2:13][S:12]5(=[O:15])=[O:16])=[CH:19][C:20]=4[F:42])=[O:25])[CH2:31][CH2:30]3)=[N:33][CH:34]=2)[CH2:40][CH2:41]1

Participants

3

Reactant 2

HCID 16664117HCID 16664117, compoundHCID 58484842(4-Bromo-2-fluorophenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71253189(S)-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][2-fluoro-4-(3-hydroxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanoneYield 10%

Procedure

Using (S)-3-benzyloxymethylisothiazolidine 1,1-dioxide (241 mg) described in Preparation Example 1 and (4-bromo-2-fluorophenyl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (418 mg) described in Preparation Example 121 and by the reaction and treatment in the same manner as in Example 32, the title compound (49 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 121 and by the reaction and treatment in the same manner as in Example 32

Sources & evidence

ORD record
ord-ed3c8502a78647d387d1bdc81c682dd9
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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