Trifluoroacetic acid → 5-(2,4-Dichlorophenyl)-2-(ethoxycarbonyl)-7-methylimidazo[1,2-a]pyrimidine-6-carboxylic acid

HRID 1868458Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]2[CH:15]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:17]=[C:13]2[N:12]=[C:11]([CH3:23])[C:10]=1[C:24]([O:26]C(C)(C)C)=[O:25].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]2[CH:15]=[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:17]=[C:13]2[N:12]=[C:11]([CH3:23])[C:10]=1[C:24]([OH:26])=[O:25]

Participants

Conditions

Temperature: 60 °C

Procedure

To a stirred solution of 6-tert-butyl 2-ethyl 5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidine-2,6-dicarboxylate (1.14 g, 2.53 mmol) in CH2Cl2 (5 mL) was added TFA (5 mL). The reaction was heated to 60° C. for 30 h and concentrated under reduced pressure to obtain 5-(2,4-dichlorophenyl)-2-(ethoxycarbonyl)-7-methylimidazo[1,2-a]pyrimidine-6-carboxylic acid (1 g, 100% crude yield) as a yellow oil.

Workup

concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-ef098ce7e7bb4ad581f2b333b30d5e47
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07635699B2

Reaction notes

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