Trifluoroacetic acid → HCID 178504063, compound

HRID 1872549Notes

Reaction equation

HRID 1872549 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-952e77cc16b443788c6bbc31686e605a
Source dataset
uspto-grants-2000_08
Patent number
US06110925

Reaction notes

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