Trifluoroacetic acid → HCID 57670971, compound

HRID 1892834Notes

Reaction equation

HRID 1892834 reaction equation
COC[O:4][C:5]1[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][C:6]=1/[CH:7]=[C:8]1/[C:9](=[O:26])[N:10]([S:16]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:11][C:12](=[O:15])[NH:13][CH2:14]/1.FC(F)(F)C(O)=O>C(Cl)Cl>[OH:4][C:5]1[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][C:6]=1/[CH:7]=[C:8]1/[C:9](=[O:26])[N:10]([S:16]([C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)(=[O:17])=[O:18])[CH2:11][C:12](=[O:15])[NH:13][CH2:14]/1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66935148HCID 66935148, compound

Product 1

HCID 57670971HCID 57670971, compoundYield 101.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (6E)-6-[2-(methoxymethoxy)-5-methylbenzylidene]-4-[(4-chlorophenyl)sulfonyl]-1,4-diazepan-2,5-dione (95 mg), synthesized by using, instead of the starting material of Reference Example 117, that is, the compound S6, the compound S11 for the similar procedure as in Reference Example 117, Reference Example 122, and Example 1, in methylene chloride (0.48 ml) solution, trifluoroacetic acid (0.48 ml) was added and the mixture was stirred at room temperature for 45 minutes. Next, the reaction solution was concentrated, and the residue was recrystallized from hexane/ethyl acetate to obtain the title compound (87 mg).

Workup

  1. concentrationNext, the reaction solution was concentrated
  2. customthe residue was recrystallized from hexane/ethyl acetate

Sources & evidence

ORD record
ord-a80194c1c286407baf32be656d5848f5
Source dataset
uspto-grants-2013_08
Patent number
US08507714B2

Reaction notes

Loading…