Trifluoroacetic acid → HCID 178420112, compound

HRID 1270815Notes

Reaction equation

HRID 1270815 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH:24]([C:25]2[NH:26][CH:27]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:29]=2)[CH2:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16]1)=O)(C)(C)C>>[C:30]1([C:28]2[N:29]=[C:25]([CH:24]3[CH2:23][C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH2:16][NH:15]3)[NH:26][CH:27]=2)[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451477HCID 178451477, compound

Product 1

HCID 178420112HCID 178420112, compound

Procedure

Triflouroacetic acid (TFA) (4mL) was cooled in a test tube to about 0° C. To the cool solvent was then added the product prepared in Step B (0.75 g, 2 mmol) above. The reaction mixture was allowed to warm to room temperature over about 45 minutes. Excess TFA was removed under a stream of N2 gas. The residue was partitioned between dichloromethane (15 mL) and saturated NaHCO3. The aqueous phase was then re-extracted with a second portion of dichloromethane and the organic phases combined, dried over MgSO4 and filtered, to yield the title compound in dichloromethane solution. The filtrate was used in the next step without further purification or isolation.

Workup

  1. customExcess TFA was removed under a stream of N2 gas
  2. customThe residue was partitioned between dichloromethane (15 mL) and saturated NaHCO3
  3. extractionThe aqueous phase was then re-extracted with a second portion of dichloromethane
  4. dry with materialdried over MgSO4
  5. filtrationfiltered

Sources & evidence

ORD record
ord-9514c01d995b4dc080cdf3ed1e037f02
Source dataset
uspto-grants-2007_04
Patent number
US07202381B2

Reaction notes

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