2-(Methylthio)-4-(tributylstannyl)pyrimidine → (E)-3-[5-(2-Methylsulfanyl-pyrimidin-4-yl)-thiophen-2-yl]-acrylic acid methyl ester

HRID 1434922Notes

Reaction equation

HRID 1434922 reaction equation
[CH3:1][O:2][C:3](=[O:12])/[CH:4]=[CH:5]/[C:6]1[S:7][C:8](Br)=[CH:9][CH:10]=1.[CH3:13][S:14][C:15]1[N:20]=[C:19]([Sn](CCCC)(CCCC)CCCC)[CH:18]=[CH:17][N:16]=1>>[CH3:1][O:2][C:3](=[O:12])/[CH:4]=[CH:5]/[C:6]1[S:7][C:8]([C:17]2[CH:18]=[CH:19][N:20]=[C:15]([S:14][CH3:13])[N:16]=2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 27632612-(Methylthio)-4-(tributylstannyl)pyrimidineHCID 25417100(E)-methyl 3-(5-bromothiophen-2-yl)acrylate

Product 1

HCID 57936328(E)-3-[5-(2-Methylsulfanyl-pyrimidin-4-yl)-thiophen-2-yl]-acrylic acid methyl esterYield 45%

Procedure

(E)-3-[5-(2-Methylsulfanyl-pyrimidin-4-yl)-thiophen-2-yl]-acrylic acid methyl ester was prepared analogous to Step A of Method D, using (E)-3-(5-bromo-thiophen-2-yl)-acrylic acid methyl ester and 2-methylsulfanyl-4-tributylstannanyl-pyrimidine. Yield: 45%.

Sources & evidence

ORD record
ord-086545ff375a4d74988dc106629f886e
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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