Sulfuric Acid → HCID 178506408, compound

HRID 1097416Notes

Reaction equation

HRID 1097416 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([C:16]3[N:21]4[N:22]=[C:23]([C:25]5[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=5)[N:24]=[C:20]4[N:19]=[CH:18][CH:17]=3)[CH:9]=[CH:10][C:11]=2[O:12][CH:13]([F:15])[F:14])[CH2:3][CH2:2]1.[S:31](=[O:35])(=[O:34])([OH:33])[OH:32]>C(Cl)Cl>[S:31](=[O:33])(=[O:32])([OH:35])[O-:34].[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([C:16]3[N:21]4[N:22]=[C:23]([C:25]5[CH:26]=[NH+:27][CH:28]=[CH:29][CH:30]=5)[N:24]=[C:20]4[N:19]=[CH:18][CH:17]=3)[CH:9]=[CH:10][C:11]=2[O:12][CH:13]([F:15])[F:14])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 25032807HCID 25032807, compound2×

Product 1

HCID 178506408HCID 178506408, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In methylene chloride, dissolved was 7-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyrimidine (Compound 101) (0.03 g, 0.73 mmol), and 95% sulfuric acid (0.008 g, 0.08 mmol) was added thereto. The mixture was stirred at room temperature for 1 hour. When the reaction was completed, the solid produced was filtered, washed with Et2O, and dried to obtain the desired compound, 3-[7-{3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl}-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl]-pyridinium bisulfate (Compound 111) (0.024 g, 64.7%).

Workup

  1. additionwas added
  2. customthe solid produced
  3. filtrationwas filtered
  4. washwashed with Et2O
  5. customdried

Sources & evidence

ORD record
ord-c38dc7f5849b4e4ebbabaded4e6df840
Source dataset
uspto-grants-2012_03
Patent number
US08143262B2

Reaction notes

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