HCID 18619151, compound → HCID 178480551, compound

HRID 1862342Notes

Reaction equation

HRID 1862342 reaction equation
C([O:8][C:9]1[C:10]([O:14][C:15]2[CH:20]=[C:19]([N:21]3[C:26](=[O:27])[CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[N:23]([CH3:32])[C:22]3=[O:33])[C:18]([F:34])=[CH:17][C:16]=2[Cl:35])=[N:11][S:12][N:13]=1)C1C=CC=CC=1>FC(F)(F)C(O)=O>[Cl:35][C:16]1[CH:17]=[C:18]([F:34])[C:19]([N:21]2[C:26](=[O:27])[CH:25]=[C:24]([C:28]([F:29])([F:30])[F:31])[N:23]([CH3:32])[C:22]2=[O:33])=[CH:20][C:15]=1[O:14][C:10]1[C:9]([OH:8])=[N:13][S:12][N:11]=1

Participants

3

Reactant 1

HCID 18619151HCID 18619151, compound

Product 1

HCID 178480551HCID 178480551, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2.5 g of crude product of 4-benzyloxy-3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-1,2,5-thiadiazole in 20 ml of trifluoroacetic acid was stirred over night at room temperature. The solution was concentrated, and the residue was subjected to silica gel column chromatography to obtain 0.50 g of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-hydroxy-1,2,5-thiadiazole.

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-da3aceaa49e04429bbbd8346b8497ef2
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

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