Methanol → HCID 178507920, compound

HRID 1396880Notes

Reaction equation

HRID 1396880 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:16])C=1.CO>ClCCl>[NH4+:1].[OH-:16].[N+:5]1([O-:16])[CH:6]=[CH:7][C:2]([NH2:1])=[N:3][CH:4]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 689584-AminopyrimidineHCID 70297m-Chloroperbenzoic acid

Product 2

HCID 14923Ammonium HydroxideHCID 178507920HCID 178507920, compoundYield 129.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A rb flask equipped with a stirring bar was charged with 4-aminopyrimidine (462 mg, 4.86 mmol) in dichloromethane (DCM) (25 mL). To this was added m-CPBA (1198 mg, 5.34 mmol). After 2, the mixture was concentrated and purified by washing through a pad of silica eluting with 80:20:1:DCM:MeOH:NH4OH to afford 350 mg (3.15 mmol, 65%) of the title compound. LC/MS: (M+H)+: 111.8.

Workup

  1. customA rb flask equipped with a stirring bar
  2. concentrationAfter 2, the mixture was concentrated
  3. custompurified
  4. washby washing through a pad of silica eluting with 80:20:1

Sources & evidence

ORD record
ord-6db109cafdbd4fb292db6a4cbba50284
Source dataset
uspto-grants-2014_12
Patent number
US08901119B2

Reaction notes

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