Trifluoroacetic acid → HCID 178512534, compound

HRID 1486877Notes

Reaction equation

C([O:5][C:6](=[O:45])[CH2:7][C:8]1([C:38]([O:40]C(C)(C)C)=[O:39])[O:12][N:11]=[C:10]([C:13]2[CH:18]=[C:17]([O:19][C:20](=[O:31])[C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH2:30])=[NH:29])=[CH:23][CH:22]=3)[CH:16]=[CH:15][C:14]=2[CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[CH2:9]1)(C)(C)C.[C:46]([OH:52])([C:48]([F:51])([F:50])[F:49])=[O:47]>>[F:49][C:48]([F:51])([F:50])[C:46]([OH:52])=[O:47].[NH:27]([C:24]1[CH:23]=[CH:22][C:21]([C:20]([O:19][C:17]2[CH:16]=[CH:15][C:14]([CH:32]3[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]3)=[C:13]([C:10]3[CH2:9][C:8]([CH2:7][C:6]([OH:45])=[O:5])([C:38]([OH:40])=[O:39])[O:12][N:11]=3)[CH:18]=2)=[O:31])=[CH:26][CH:25]=1)[C:28]([NH2:30])=[NH:29]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178450902HCID 178450902, compound

Product 1

HCID 178512534HCID 178512534, compound

Procedure

A mixture of tert-butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(5-((4-carbamimidamidobenzoyl)oxy)-2-cyclohexylphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (12.7 mg) and TFA (1 mL) was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and then, the residue was washed with diethyl ether to obtain the title compound (5.8 mg).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
washthe residue was washed with diethyl ether

Sources & evidence

ORD record: ord-bbfe555f43774fc5ac23b67ce3ca83f7
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428470B2

Reaction notes

Loading…