Toluene → 2-(4-Benzamido-2-oxopyrimidin-1(2H)-yl)acetic acid

HRID 54622Notes

Reaction equation

HRID 54622 reaction equation
[C:1]([NH:9][C:10]1[CH:15]=[CH:14][N:13]([CH2:16][C:17]([O:19]C(C)(C)C)=[O:18])[C:12](=[O:24])[N:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC=CC=1>FC(F)(F)C(O)=O>[C:1]([NH:9][C:10]1[CH:15]=[CH:14][N:13]([CH2:16][C:17]([OH:19])=[O:18])[C:12](=[O:24])[N:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 22101730N4-Benzoyl-1-tert-butyloxycarbonylmethylcytosine

Product 1

HCID 153419782-(4-Benzamido-2-oxopyrimidin-1(2H)-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The product from Example 18 is dissolved in trifluoroacetic acid (170 ml) and left at room temperature for 1 h 45 min. Subsequently, the mixture is codistilled five times with toluene and the product is dried in a desiccator over phosphorus pentoxide/potassium hydroxide for 24 h. Yield: 11.8 g (93%).

Workup

  1. dry with materialthe product is dried in a desiccator over phosphorus pentoxide/potassium hydroxide for 24 h

Sources & evidence

ORD record
ord-3b4cb803a7ea41f7865db932c7cfa3d1
Source dataset
uspto-grants-1997_04
Patent number
US05623049

Reaction notes

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