Trifluoroacetic acid → HCID 58997405, compound

HRID 1591996Notes

Reaction equation

HRID 1591996 reaction equation
[CH3:1][N:2]([CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:3]([C:5]1[S:6][C:7]([CH2:10][N:11]2[CH2:15][C:14](=[O:16])[N:13](CC3C=CC(OC)=CC=3OC)[S:12]2(=[O:29])=[O:28])=[CH:8][CH:9]=1)=[O:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]([CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:3]([C:5]1[S:6][C:7]([CH2:10][N:11]2[CH2:15][C:14](=[O:16])[NH:13][S:12]2(=[O:28])=[O:29])=[CH:8][CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67138505HCID 67138505, compound

Product 1

HCID 58997405HCID 58997405, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the title E compound, 5-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-thiophene-2-carboxylic acid methyl-phenethyl-amide (70 mg, 0.13 mmol) in CH2Cl2 (2 mL) is stirred with TFA (2 mL) at RT for 4 h. The volatiles are evaporated and the residue is stirred in equal volumes of MeCN/water (4 mL). The mixture is filtered through a 0.2μ Acrodisc and the solvents are evaporated to dryness. The residue is trituated from Et2O to afford 5-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl)-thiophene-2-carboxylic acid methyl-phenethylamide as an off white solid: [M−1]−=392.

Workup

  1. customThe volatiles are evaporated
  2. filtrationThe mixture is filtered through a 0.2μ Acrodisc
  3. customthe solvents are evaporated to dryness

Sources & evidence

ORD record
ord-0cb88f6f28e04487acb4cf4ab6bdfd27
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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