Trifluoroacetic acid → HCID 178504063, compound

HRID 1275809Notes

Reaction equation

HRID 1275809 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12](=[O:26])[NH:13][NH:14][C:15](=[N:18]C(OC(C)(C)C)=O)[S:16][CH3:17])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>>[CH2:1]([O:8][C:9]([NH:11][C:12](=[O:26])[NH:13][NH:14][C:15](=[NH:18])[S:16][CH3:17])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178503956HCID 178503956, compound

Product 1

HCID 178504063HCID 178504063, compoundYield 141.7%

Procedure

Compound 35 (401 mg, 1.0 mmol) was treated with TFA (1.0 mL) and was stirred for 30 min at room temperature, evaporated to dryness and dried under reduced pressure for 2 h, triturated with anhydrous Et2O to give 400 mg of 13 as a solid. This crude product was carried on without further purification. 1H NMR (300 MHz, CD3OD): δ2.64 (3H, m); 5.21 (2H, m) 7.31 (5H, m) ppm. IR (NaCl, CH2Cl2): 3252, 2959, 1790, 1682, 1203, 1137, 1025, 778, 722 cm-1.

Workup

  1. customevaporated to dryness
  2. customdried under reduced pressure for 2 h
  3. customtriturated with anhydrous Et2O

Sources & evidence

ORD record
ord-ed1ec521203e4bdd9a2986cf76f1527d
Source dataset
uspto-grants-2000_12
Patent number
US06162925

Reaction notes

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