Sulfuric Acid → HCID 86697958, compound

HRID 518790Notes

Reaction equation

HRID 518790 reaction equation
[Br-].[Na+].Br([O-])(=O)=O.[Na+].[CH3:8][O:9][C:10]1[N:15]=[C:14]([C:16]2[C:20]3[N:21]=[C:22]([S:25][CH3:26])[N:23]=[CH:24][C:19]=3[S:18][C:17]=2[C:27]([O:29][CH3:30])=[O:28])[CH:13]=[CH:12][CH:11]=1.S(=O)(=O)(O)[OH:32]>O>[CH3:8][O:9][C:10]1[N:15]=[C:14]([C:16]2[C:20]3[N:21]=[C:22]([S:25]([CH3:26])=[O:32])[N:23]=[CH:24][C:19]=3[S:18][C:17]=2[C:27]([O:29][CH3:30])=[O:28])[CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 253881Sodium BromideHCID 23668195Sodium BromateHCID 86697959Thieno[3,2-d]pyrimidine-6-carboxylic acid, 7-(6-methoxy-2-pyridinyl)-2-(methylthio)-, methyl ester

Product 1

HCID 86697958HCID 86697958, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24 mg of sodium bromide and 18 mg of sodium bromate are added, with stirring, to a suspension of 55 mg of methyl 7-(6-methoxypyridin-2-yl)-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate, prepared by analogy to the method described in example 5, (at 50%) in 2 ml of water, and then 6.5 μl of concentrated sulfuric acid are slowly added. The yellow suspension rapidly turns orange. After 2 h 30 minutes of stirring at ambient temperature, the yellow suspension is filtered through a number 4 sintered glass filter. The yellow solid is dried under vacuum so as to obtain 28 mg of methyl 7-(6-methoxypyridin-2-yl)-2-(methylsulfinyl)thieno[3,2-d]pyrimidine-6-carboxylate.

Workup

  1. customprepared by analogy to the method
  2. filtrationthe yellow suspension is filtered through a number 4 sintered glass
  3. filtrationfilter
  4. customThe yellow solid is dried under vacuum so as

Sources & evidence

ORD record
ord-ddb76c954bc84961aec8538077e32af3
Source dataset
uspto-grants-2015_08
Patent number
US09115140B2

Reaction notes

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