Trifluoroacetic acid → HCID 117926533, compound

HRID 590626Notes

Reaction equation

HRID 590626 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[N:15]([S:31]([C:34]3[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=3)(=[O:33])=[O:32])[C:16]([C:18]3[CH2:19][CH2:20][N:21](C(OC(C)(C)C)=O)[CH2:22][CH:23]=3)=[CH:17][C:10]=12>C(Cl)Cl>[Cl:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[N:15]([S:31]([C:34]3[CH:35]=[CH:36][C:37]([CH3:40])=[CH:38][CH:39]=3)(=[O:33])=[O:32])[C:16]([C:18]3[CH2:19][CH2:20][NH:21][CH2:22][CH:23]=3)=[CH:17][C:10]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90408880HCID 90408880, compound

Product 1

HCID 117926533HCID 117926533, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 mL) was added to a solution of P-5-I (2.4 g) in CH2Cl2 (20 mL) at 0° C. and the reaction mixture was stirred at room temperature for 3 h. After completion of the reaction, solvents were removed under reduced pressure and saturated NaHCO3 (60 mL) solution was added to the residue. Extraction was carried out using EtOAc (50 mL×3); the combined organic layers were washed with water (100 mL); brine (100 mL); dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue obtained (1.9 g, quantitative) was used without any purification. LCMS: m/z; 388.2 (M+1)+.

Workup

  1. customAfter completion of the reaction, solvents
  2. customwere removed under reduced pressure and saturated NaHCO3 (60 mL) solution
  3. additionwas added to the residue
  4. extractionExtraction
  5. washthe combined organic layers were washed with water (100 mL)
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue obtained (1.9 g, quantitative)
  10. customwas used without any purification

Sources & evidence

ORD record
ord-08eb5273cec844cb970b9fda53cb5a57
Source dataset
uspto-grants-2016_01
Patent number
US09233983B2

Reaction notes

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