Trifluoroacetic acid → HCID 178429134, compound

HRID 1486884Notes

Reaction equation

HRID 1486884 reaction equation
C([O:5][C:6](=[O:40])[CH2:7][C:8]1([C:33]([O:35]C(C)(C)C)=[O:34])[O:12][N:11]=[C:10]([C:13]2[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([O:20][C:21](=[O:32])[C:22]3[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH2:31])=[NH:30])=[CH:24][CH:23]=3)[CH:14]=2)[CH2:9]1)(C)(C)C.[C:41]([OH:47])([C:43]([F:46])([F:45])[F:44])=[O:42]>>[F:44][C:43]([F:46])([F:45])[C:41]([OH:47])=[O:42].[NH:28]([C:25]1[CH:24]=[CH:23][C:22]([C:21]([O:20][C:15]2[CH:14]=[C:13]([C:10]3[CH2:9][C:8]([CH2:7][C:6]([OH:40])=[O:5])([C:33]([OH:35])=[O:34])[O:12][N:11]=3)[CH:18]=[C:17]([CH3:19])[CH:16]=2)=[O:32])=[CH:27][CH:26]=1)[C:29]([NH2:31])=[NH:30]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178429133HCID 178429133, compound

Product 1

HCID 178429134HCID 178429134, compound

Procedure

A mixture of tert-butyl 5-(2-tert-butoxy-2-oxoethyl)-3-(3-((4-carbamimidamidobenzoyl)oxy)-5-methylphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylate (407 mg) and TFA (4 mL) was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and then, the residue was washed with diethyl ether to obtain the title compound (289 mg).

Workup

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

Sources & evidence

ORD record
ord-fbd03c7a3d844108bfcab59987548203
Source dataset
uspto-grants-2016_08
Patent number
US09428470B2

Reaction notes

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