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

HRID 1940376Notes

Reaction equation

C([C:5](C(C)(C)C)([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16](=[O:37])[CH2:17][N:18]([C:20](=[O:36])[CH2:21][CH2:22][CH:23]2[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]2)[CH3:19])=[CH:12][C:11]=1[O:38][CH2:39][C:40]([O-:42])=[O:41])[C:6]([O-:8])=[O:7])(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:26]1[CH2:27][CH2:28][CH:23]([CH2:22][CH2:21][C:20]([N:18]([CH2:17][C:16]([C:13]2[CH:14]=[CH:15][C:10]([O:9][CH2:5][C:6]([OH:8])=[O:7])=[C:11]([O:38][CH2:39][C:40]([OH:42])=[O:41])[CH:12]=2)=[O:37])[CH3:19])=[O:36])[CH2:24][CH2:25]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 21466012Di-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. Afer 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

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

Sources & evidence

ORD record: ord-ecefebe87511418ebf5eae66ff8c7423
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05698692

Reaction notes

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