HCID 86619290, compound → HCID 91503734, compound

HRID 1362897Notes

Reaction equation

HRID 1362897 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[C@@H:17]([C:18]2[CH:23]=[C:22]([F:24])[C:21]([F:25])=[CH:20][C:19]=2[F:26])[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.FC(F)(F)C(O)=O>[F:26][C:19]1[CH:20]=[C:21]([F:25])[C:22]([F:24])=[CH:23][C:18]=1[C@H:17]1[CH2:16][CH2:15][NH:14][CH2:13][C@@H:12]1[NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 86619290HCID 86619290, compound

Product 1

HCID 91503734HCID 91503734, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

The product from Step D was dissolved into 40 ml of 1:1 dichloromethane/trifluoroacetic acid and stirred at ambient temperature for 60 min. The solution was then concentrated and taken up in 250 mL of 3:1 chloroform/isopropyl alcohol then washed with saturated aqueous sodium bicarbonate solution, and saturated aqueous brine (100 mL each). The organic phase was then dried over magnesium sulfate, filtered, and evaporated in vacuo to yield the title compound as a colorless crystalline solid which was used without further purification. LC/MS 365.4 (M+1).

Workup

  1. concentrationThe solution was then concentrated
  2. washthen washed with saturated aqueous sodium bicarbonate solution, and saturated aqueous brine (100 mL each)
  3. dry with materialThe organic phase was then dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-6963af31d1364a8eb356d1c56a4ad4c1
Source dataset
uspto-grants-2011_02
Patent number
US07884104B2

Reaction notes

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