Butyl bromide → HCID 178450473, compound

HRID 221364Notes

Reaction equation

HRID 221364 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:11]=[C:10]([CH:12]3[CH2:17][CH2:16][CH:15]([CH2:18][OH:19])[CH2:14][CH2:13]3)[O:9][N:8]=2)=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:23][CH2:24][CH2:25][CH3:26]>C1COCC1.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:23]([O:19][CH2:18][C@H:15]1[CH2:14][CH2:13][C@H:12]([C:10]2[O:9][N:8]=[C:7]([C:4]3[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=3)[N:11]=2)[CH2:17][CH2:16]1)[CH2:24][CH2:25][CH3:26]

Participants

6

Reactant 3

HCID 8002Butyl bromideHCID 24758Sodium hydrideHCID 57954392857653-89-5

Product 1

HCID 178450473HCID 178450473, compound

Reagents, catalysts & solvents 2

HCID 67553Tetrabutylammonium IodideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-(3-pyridin-4-yl-[1,2,4]oxadiazol-5-yl)cyclohexylmethanol (Preparation 6) in THF was treated with sodium hydride, 1-bromobutane and tetrabutylammonium iodide, as described for Example 104, to afford the title compound: RT=4.16 min, m/z (ES+)=316.3

Sources & evidence

ORD record
ord-f4dec724d7fb4622abb894ddc88b9d58
Source dataset
uspto-grants-2012_06
Patent number
US08207147B2

Reaction notes

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