Cesium carbonate → HCID 11488848, compound

HRID 602712Notes

Reaction equation

HRID 602712 reaction equation
[F:1][C:2]([CH3:18])([CH3:17])[C@@H:3]([CH:13]1[CH2:16][NH:15][CH2:14]1)[C:4]1[CH:9]=[C:8]([S:10][CH3:11])[CH:7]=[C:6]([F:12])[CH:5]=1.Br[CH:20]([C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)[C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[C:24]#[N:25].C([O-])([O-])=O.[Cs+].[Cs+]>>[Cl:35][C:32]1[CH:31]=[CH:30][C:29]([C@H:20]([N:15]2[CH2:16][CH:13]([C@@H:3]([C:4]3[CH:9]=[C:8]([S:10][CH3:11])[CH:7]=[C:6]([F:12])[CH:5]=3)[C:2]([F:1])([CH3:18])[CH3:17])[CH2:14]2)[C:21]2[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=2)[C:24]#[N:25])=[CH:34][CH:33]=1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 670553513-[Bromo(4-chlorophenyl)methyl]benzonitrileHCID 67065901HCID 67065901, compound

Product 1

HCID 11488848HCID 11488848, compound

Procedure

A sample of 0.233 mg (0.86 mmole) of 3-{(1S)-2-fluoro-1-[3-fluoro-5-(methylthio)phenyl]-2-methylpropyl}azetidine was alkylated with 263 mg (0.86 mmole) of 3-[bromo(4-chlorophenyl)methyl]benzonitrile and 0.975 mg (3 mmole) of Cs2CO3 as described in Step 2 of Example 79 to afford the title compound; Mass Spectrum: m/e=497 (M+1, 35Cl); 499 (M+1, 37Cl)

Sources & evidence

ORD record
ord-9cd174727bdc4b8091929efa61ce25d2
Source dataset
uspto-grants-2011_03
Patent number
US07906503B2

Reaction notes

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