Sodium cyclopentanolate → (6-Cyclopentyloxy-2-fluoro-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone

HRID 1820774Notes

Reaction equation

[F:1][C:2]1[C:7]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:6][CH:5]=[C:4](F)[C:3]=1[C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][C:22]=2[F:31])[CH2:17][CH2:16]1)=[O:14].[CH:32]1([O-:37])[CH2:36][CH2:35][CH2:34][CH2:33]1.[Na+]>>[CH:32]1([O:37][C:4]2[C:3]([C:13]([N:15]3[CH2:16][CH2:17][N:18]([C:21]4[CH:26]=[CH:25][C:24]([S:27]([CH3:30])(=[O:29])=[O:28])=[CH:23][C:22]=4[F:31])[CH2:19][CH2:20]3)=[O:14])=[C:2]([F:1])[C:7]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:6][CH:5]=2)[CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

Reactant 2

HCID 23691861Sodium cyclopentanolate

HCID 69037451(2,6-Difluoro-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone

Product 1

HCID 69042150(6-Cyclopentyloxy-2-fluoro-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone

Procedure

The compound was prepared in analogy to example 358 from (2,6-difluoro-3-methanesulfonyl-phenyl)-[4-(2-fluoro-4-methanesulfonyl-phenyl)-piperazin-1-yl]-methanone and sodium cyclopentanolate. MS (m/e): 560.5 (MNH4+, 43%)

Sources & evidence

ORD record: ord-225b150c256c4c458d9348aabb253408
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07605163B2

Reaction notes

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