Ammonia → HCID 178513781, compound

HRID 923357Notes

Reaction equation

HRID 923357 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]3[NH:11][C:12]4[N:13]([N:17]=[C:18]([C:20]([O:22]C)=O)[N:19]=4)[C:14](=[O:16])[CH:15]=3)[CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[NH3:24]>>[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]3[NH:11][C:12]4[N:13]([N:17]=[C:18]([C:20]([NH2:24])=[O:22])[N:19]=4)[C:14](=[O:16])[CH:15]=3)[CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 178499053HCID 178499053, compound

Product 1

HCID 178513781HCID 178513781, compoundYield 45%

Procedure

Methyl 5-(1H-benzo[d][1,2,3]triazol-6-yl)-7-oxo-4,7-dihydro-[1,2,4]triazolo[1,5-α]pyrimidine-2-carboxylate (80 mg, 1.0 eq) in methanolic ammonia (8 ml) was stirred overnight at 80° C. Then the pH value of the solution was adjusted to pH 4 with HCL (3N). The solids were collected by filtration, washed with water (10 ml) and purified by prep-HPLC to afford 5-(1H-benzo[d][1,2,3]triazol-6-yl)-7-oxo-4,7-dihydro-[1,2,4]triazolo[1,5-α]pyrimidine-2-carboxamide as a white solid (34.8 mg, 45%).

Workup

  1. filtrationThe solids were collected by filtration
  2. washwashed with water (10 ml)
  3. custompurified by prep-HPLC

Sources & evidence

ORD record
ord-4245498136f64817b8c41511cd55176d
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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