Toluene → [2,6-Dimethyl-4-(5-phenoxy-oxazolo[5,4-d]pyrimidin-2-yl)-phenoxy]-acetic acid

HRID 81385Notes

Reaction equation

HRID 81385 reaction equation
C([O:5][C:6](=[O:33])[CH2:7][O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([C:16]2[O:17][C:18]3[N:19]=[C:20]([O:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[N:21]=[CH:22][C:23]=3[N:24]=2)=[CH:11][C:10]=1[CH3:32])(C)(C)C.C1(C)C=CC=CC=1>FC(F)(F)C(O)=O>[CH3:15][C:14]1[CH:13]=[C:12]([C:16]2[O:17][C:18]3[N:19]=[C:20]([O:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[N:21]=[CH:22][C:23]=3[N:24]=2)[CH:11]=[C:10]([CH3:32])[C:9]=1[O:8][CH2:7][C:6]([OH:33])=[O:5]

Participants

4

Reactant 2

HCID 1140TolueneHCID 86679894[2,6-Dimethyl-4-(5-phenoxy-oxazolo[5,4-d]pyrimidin-2-yl)-phenoxy]-acetic acid tert-butyl ester

Product 1

HCID 53262539[2,6-Dimethyl-4-(5-phenoxy-oxazolo[5,4-d]pyrimidin-2-yl)-phenoxy]-acetic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 77 mg of [2,6-dimethyl-4-(5-phenoxy-oxazolo[5,4-d]pyrimidin-2-yl)-phenoxy]-acetic acid tert-butyl ester in 0.7 ml of trifluoroacetic acid was stirred at room temperature for 2 h. Then 5 ml of toluene were added and the solvents were distilled off in vacuo. The residue was triturated with 2 ml of acetonitrile, and the title compound was isolated by filtration. Yield: 26 mg of a white solid.

Workup

  1. distillationthe solvents were distilled off in vacuo
  2. customThe residue was triturated with 2 ml of acetonitrile

Sources & evidence

ORD record
ord-5e578cdd9770476982ded1f6e703006c
Source dataset
uspto-grants-2014_09
Patent number
US08846692B2

Reaction notes

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