Trifluoroacetic acid → HCID 86614989, compound

HRID 1159020Notes

Reaction equation

C(OC([N:8]1[CH2:32][CH2:31][N:11]2[C:12](=[O:30])[C:13]3[C:18]([C@@H:10]2[CH2:9]1)=[CH:17][C:16]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:15][C:14]=3[C:26]([F:29])([F:28])[F:27])=O)(C)(C)C.[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36]>>[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].[C:20]1([NH:19][C:16]2[CH:17]=[C:18]3[C:13]([C:12](=[O:30])[N:11]4[CH2:31][CH2:32][NH:8][CH2:9][C@H:10]43)=[C:14]([C:26]([F:28])([F:29])[F:27])[CH:15]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68689719HCID 68689719, compound

Product 1

HCID 86614989HCID 86614989, compoundYield 50%

Procedure

The product from Step A was dissolved in trifluoroacetic acid (3 mL); after 20 min, the solution was concentrated and purified by preparative LC/MS chromatography (C18 column; 10-90% acetonitrile in water containing 0.05% trifluoroacetic acid) to give the desired product (16 mg, 50%) as a pale yellow solid upon lypholization. MS (ESI) 348 (M−CF3CO2).

Workup

concentrationthe solution was concentrated
custompurified by preparative LC/MS chromatography (C18 column; 10-90% acetonitrile in water containing 0.05% trifluoroacetic acid)

Sources & evidence

ORD record: ord-1cd694e41e3044e9ab75ff6b29a6f0cf
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07812024B2

Reaction notes

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