Dichloromethane → HCID 57530505, compound

HRID 2243723Notes

Reaction equation

HRID 2243723 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16]([S:29][CH3:30])[N:17]=C(C3C=C(C=CC=3C)C(O)=O)[C:13]=2[CH2:12][NH:11][C:10]1=[O:31].C1C=C(Cl)C=C(C(OO)=[O:40])C=1.CCOC(C)=O.CCCCCC.[CH2:55]([Cl:57])Cl>>[Cl:57][C:55]1[N:17]=[C:16]([S:29]([CH3:30])=[O:40])[N:15]=[C:14]2[N:9]([C:3]3[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=3[F:8])[C:10](=[O:31])[NH:11][CH2:12][C:13]=12

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 70297m-Chloroperbenzoic acidHCID 119506223-[8-(2,6-Difluorophenyl)-2-(methylthio)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methylbenzoic acidHCID 21226206Ethyl acetate hexane

Product 1

HCID 57530505HCID 57530505, compoundYield 88%

Procedure

To a solution of 3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl]-4-methylbenzoic acid (1.71 g, 5 mmol) in CH2Cl2 (60 mL) was added m-CPBA (1.17 g, 5.2 mmol). The mixture was stirred at room temperature for 10 minutes, then directly loaded onto a column. Flash chromatography (mobile phase EtOAc/Hexane) afforded the title compound as a white solid 1.58 g (88%). LC-MS m/z 358 (M+H)+.

Sources & evidence

ORD record
ord-d65bed58010d454197eb6b997c99de34
Source dataset
uspto-grants-2010_03
Patent number
US07674789B2

Reaction notes

Loading…