Trifluoroacetic acid → HCID 178512535, compound

HRID 1486871Notes

Reaction equation

[NH:1]([C:5]1[CH:57]=[CH:56][C:8]([C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([CH:18]3[CH2:23][CH2:22][N:21]([C:24](=[O:34])[CH2:25][CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])[CH2:20][CH2:19]3)=[C:14]([C:35]3[CH2:39][C:38]([CH2:48][C:49]([O:51]C(C)(C)C)=[O:50])([CH2:40][C:41](=[O:47])[O:42]C(C)(C)C)[O:37][N:36]=3)[CH:13]=2)=[O:10])=[CH:7][CH:6]=1)[C:2]([NH2:4])=[NH:3].[C:58]([OH:64])([C:60]([F:63])([F:62])[F:61])=[O:59]>>[F:61][C:60]([F:63])([F:62])[C:58]([OH:64])=[O:59].[C:49]([CH2:48][C:38]1([CH2:40][C:41]([OH:47])=[O:42])[O:37][N:36]=[C:35]([C:14]2[CH:13]=[C:12]([O:11][C:9](=[O:10])[C:8]3[CH:7]=[CH:6][C:5]([NH:1][C:2]([NH2:4])=[NH:3])=[CH:57][CH:56]=3)[CH:17]=[CH:16][C:15]=2[CH:18]2[CH2:19][CH2:20][N:21]([C:24](=[O:34])[CH2:25][CH2:26][C:27]([OH:29])=[O:28])[CH2:22][CH2:23]2)[CH2:39]1)([OH:51])=[O:50]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 178451063HCID 178451063, compound

Product 1

HCID 178512535HCID 178512535, compound

Procedure

A mixture of 3-(5,5-bis(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-(1-(4-tert-butoxy-4-oxobutanoyl)piperidin-4-yl)phenyl 4-carbamimidamidobenzoate (29.2 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 (25.4 mg).

Workup

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

Sources & evidence

ORD record: ord-85a84da6710d4645ab8b198426fefdbc
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428470B2

Reaction notes

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