tert-Butyl[4-(7-chloro-5-methylsulfanyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate → tert-Butyl [4-(7-isobutyl-5-methylsulfanyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate

HRID 633621Notes

Reaction equation

HRID 633621 reaction equation
Cl[C:2]1[C:3]2[N:12]=[C:11]([C:13]3[CH:27]=[C:26]([CH3:28])[C:16]([O:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[C:15]([CH3:29])[CH:14]=3)[O:10][C:4]=2[N:5]=[C:6]([S:8][CH3:9])[N:7]=1.[CH2:30]([Mg]Br)[CH:31]([CH3:33])[CH3:32]>>[CH2:30]([C:2]1[C:3]2[N:12]=[C:11]([C:13]3[CH:27]=[C:26]([CH3:28])[C:16]([O:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[C:15]([CH3:29])[CH:14]=3)[O:10][C:4]=2[N:5]=[C:6]([S:8][CH3:9])[N:7]=1)[CH:31]([CH3:33])[CH3:32]

Participants

3

Reactant 2

HCID 89350956tert-Butyl[4-(7-chloro-5-methylsulfanyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetateHCID 178418816HCID 178418816, compound

Product 1

HCID 71187291tert-Butyl [4-(7-isobutyl-5-methylsulfanyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetateYield 20%

Procedure

Analogously to example 1 (g), the reaction of 1.50 g of tert-butyl [4-(7-chloro-5-methylsulfanyloxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate with isobutylmagnesium bromide gave 0.31 g (20%) of the title compound.

Sources & evidence

ORD record
ord-a01e22f6206641cb8ab248d020958679
Source dataset
uspto-grants-2016_04
Patent number
US09321787B2

Reaction notes

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