1-Fluoro-3-iodobenzene → (3aSR,6aRS)-1-[5-(3-Fluoro-phenylethynyl)-pyridin-2-yl]-3-methyl-hexahydro-cyclopenta-imidazol-2-one

HRID 629230Notes

Reaction equation

HRID 629230 reaction equation
[CH3:1][N:2]1[CH:6]2[CH2:7][CH2:8][CH2:9][CH:5]2[N:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]#[C:17][Si](C)(C)C)=[CH:12][N:11]=2)[C:3]1=[O:22].[F:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26](I)[CH:25]=1>>[F:23][C:24]1[CH:25]=[C:26]([C:17]#[C:16][C:13]2[CH:14]=[CH:15][C:10]([N:4]3[CH:5]4[CH2:9][CH2:8][CH2:7][CH:6]4[N:2]([CH3:1])[C:3]3=[O:22])=[N:11][CH:12]=2)[CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 707251-Fluoro-3-iodobenzeneHCID 67436711(3aRS,6aSR)-1-Methyl-3-(5-trimethylsilanylethynyl-pyridin-2-yl)-hexahydro-cyclopenta-imidazol-2-one

Product 1

HCID 53494161(3aSR,6aRS)-1-[5-(3-Fluoro-phenylethynyl)-pyridin-2-yl]-3-methyl-hexahydro-cyclopenta-imidazol-2-one

Procedure

The title compound, a light yellow oil, MS: m/e=336.2 (M+H+), was prepared in accordance with the general method of Example 37, step 3 starting from (3aRS,6aSR)-1-methyl-3-(5-trimethylsilanylethynyl-pyridin-2-yl)-hexahydro-cyclopenta-imidazol-2-one (Example 109, step 1) and 1-fluoro-3-iodobenzene.

Sources & evidence

ORD record
ord-f6a89f7f04074793834ff8e11ca4f034
Source dataset
uspto-grants-2016_04
Patent number
US09315498B2

Reaction notes

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