Trifluoroacetic acid → HCID 23081425, compound

HRID 856240Notes

Reaction equation

HRID 856240 reaction equation
[CH3:1][C:2]1([CH2:13][NH:14]C(=O)OCC2C=CC=CC=2)[O:6][C:5]2=[N:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][N:4]2[CH2:3]1.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>C(Cl)Cl>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[CH3:1][C:2]1([CH2:13][NH2:14])[O:6][C:5]2=[N:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][N:4]2[CH2:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86604808HCID 86604808, compound

Product 1

HCID 23081425HCID 23081425, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of benzyl (2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl)carbamate prepared in Example 200 (190 mg, 0.57 mmol), trifluoroacetic acid (4 ml) and methylene chloride (5 ml) was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure. To the residue was treated with diethyl ether to afford 2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethylamine trifluoroacetate (120 mg, yield 67%) as a light yellow powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was treated with diethyl ether

Sources & evidence

ORD record
ord-fef1deb0891948abadf19a84c218af0c
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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