Trifluoroacetic acid → HCID 58223092, compound

HRID 2093757Notes

Reaction equation

HRID 2093757 reaction equation
[F:1][C:2]([F:36])([F:35])[CH2:3][O:4][C:5]1[N:10]=[C:9]([NH:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([O-:18])=[O:17])=[CH:14][CH:13]=2)[N:8]=[C:7]([NH:21][C:22]2[CH:34]=[CH:33][C:25]([C:26]([O:28]C(C)(C)C)=[O:27])=[CH:24][CH:23]=2)[N:6]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:36][C:2]([F:1])([F:35])[CH2:3][O:4][C:5]1[N:6]=[C:7]([NH:21][C:22]2[CH:23]=[CH:24][C:25]([C:26]([OH:28])=[O:27])=[CH:33][CH:34]=2)[N:8]=[C:9]([NH:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)[N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86652470HCID 86652470, compound

Product 1

HCID 58223092HCID 58223092, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of crude tert-butyl 4,4′-(6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diyl)bis(azanediyl)dibenzoate (562 mg) in CH2Cl2 (10 mL) was added TFA (3 mL). The mixture was stirred at room temperature for 16 hours. All solvents were removed under vacuum. The residue was purified by preparative HPLC to give 4,4′-(6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diyl)bis(azanediyl)dibenzoic acid (110 mg).

Workup

  1. customAll solvents were removed under vacuum
  2. customThe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-69b3b6ef1bcf47f1abafe980bd3a171e
Source dataset
uspto-grants-2013_05
Patent number
US08445490B2

Reaction notes

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