Trifluoroacetic acid → HCID 23081132, compound

HRID 2243846Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3([CH3:33])[O:26][C:25]4=[N:27][C:28]([N+:30]([O-:32])=[O:31])=[CH:29][N:24]4[CH2:23]3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[CH3:33][C:22]1([CH2:21][O:20][C:17]2[CH:16]=[CH:15][C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:19][CH:18]=2)[O:26][C:25]2=[N:27][C:28]([N+:30]([O-:32])=[O:31])=[CH:29][N:24]2[CH2:23]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 23081090Tert-butyl 4-[4-(2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethoxy)phenyl]piperazine-1-carboxylate

Product 1

HCID 23081132HCID 23081132, compound

Procedure

4-[4-(2-Methyl-6-nitro-2,3-dihydro-imidazo[2,1-b]oxazol-2-ylmethoxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester is treated with trifluoroacetic acid (5 ml) and stirred at room temperature for 1 hr. The mixture is concentrated and 2-methyl-6-nitro-2-(4-piperazin-1-yl-phenoxymethyl)-2,3-dihydro-imidazo[2,1-b]oxazole is isolated as a dark oil and used for subsequent step without further purification.

Workup

concentrationThe mixture is concentrated

Sources & evidence

ORD record: ord-7a3499ae1dd049b0ae5ff87a72c27c8c
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07678791B2

Reaction notes

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