Acetic Anhydride → HCID 178476702, compound

HRID 82736Notes

Reaction equation

HRID 82736 reaction equation
[NH2:1][C:2]1[C:3]([C:7](=[N:17][OH:18])[NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([Cl:16])[CH:10]=2)=[N:4][O:5][N:6]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>>[C:19]([O:18][N:17]=[C:7]([C:3]1[C:2]([NH2:1])=[N:6][O:5][N:4]=1)[NH:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[C:11]([Cl:16])[CH:10]=1)(=[O:21])[CH3:20]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 178509312HCID 178509312, compound

Product 1

HCID 178476702HCID 178476702, compoundYield 54%

Procedure

A solution of 4-amino-N-(3-chloro-4-fluorophenyl)-N′-hydroxy-1,2,5-oxadiazole-3-carboximidamide (0.1 g, 0.37 mmol) in acetic anhydride was stirred for 2 h. The reaction mixture was concentrated and purified by preparative LCMS to give the desired product (625 mg, 54%). LCMS for C11H10ClFN5O3 (M+H)+: m/z=314.1.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-74b48d1af3604cf4b2a89a5bd31c8e25
Source dataset
uspto-grants-2014_09
Patent number
US08846726B2

Reaction notes

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