Trifluoroacetic acid → [[4-[[N-[3-(piperidin-4-yl)propionyl]-N-methylamino]acetyl]-o-phenylene]dioxy]diacetic acid trifluoroacetate

HRID 234134Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][C:16]([N:18]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]([O:33]C(C)(C)C)=[O:32])=[C:25]([O:38][CH2:39][C:40]([O:42]C(C)(C)C)=[O:41])[CH:24]=2)=[O:22])[CH3:19])=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50]>>[F:47][C:48]([F:53])([F:52])[C:49]([OH:51])=[O:50].[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][C:16]([N:18]([CH2:20][C:21]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]([OH:33])=[O:32])=[C:25]([O:38][CH2:39][C:40]([OH:42])=[O:41])[CH:24]=2)=[O:22])[CH3:19])=[O:17])[CH2:10][CH2:9]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 54497635Di-t-butyl [[4-[[N-[3-(1-t-butyloxycarbonylpiperidin-4-yl)propionyl]-N-methylamino]acetyl]-o-phenylene]dioxy]diacetate

Product 1

HCID 67624455[[4-[[N-[3-(piperidin-4-yl)propionyl]-N-methylamino]acetyl]-o-phenylene]dioxy]diacetic acid trifluoroacetate

Procedure

The solution of 250 mg of the compound prepared in (a) in 2 ml of trifluoroacetic acid was stirred at room temperature for 3 hours. After the solvent was evaporated under reduced pressure, ether was added and deposited crystals were collected by filtration to give 168 mg of the title compound.

Workup

customAfter the solvent was evaporated under reduced pressure, ether
additionwas added
filtrationwere collected by filtration

Sources & evidence

ORD record: ord-7b7f4c3789e543b4a10302d94a473116
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05594004

Reaction notes

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