Trifluoroacetic acid → HCID 118194610, compound

HRID 529285Notes

Reaction equation

HRID 529285 reaction equation
C(OC(=O)[NH:7][CH:8]([CH2:20][CH2:21][CH3:22])[C:9]([O:18][CH3:19])([O:16][CH3:17])[C:10]([NH:12][CH:13]1[CH2:15][CH2:14]1)=[O:11])(C)(C)C.C(O)(C(F)(F)F)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[NH2:7][CH:8]([CH2:20][CH2:21][CH3:22])[C:9]([O:18][CH3:19])([O:16][CH3:17])[C:10]([NH:12][CH:13]1[CH2:14][CH2:15]1)=[O:11]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 131735612HCID 131735612, compound

Product 1

HCID 118194610HCID 118194610, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl(1-(cyclopropylamino)-2,2-dimethoxy-1-oxohexan-3-yl)carbamate (prepared from product of Example 19 by saponification and amidation using the conditions described in example 22 and 23) (25 mg, 0.075 mmol) in DCM (1 mL) was added a catalytic amount of TFA and the mixture was stirred for 1 h. The acid was neutralized with solid NaHCO3 and precipitates were filtered off. The solvent was removed under reduced pressure to give 20 mg of the amine.

Workup

  1. customprecipitates
  2. filtrationwere filtered off
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-30495cb3e90a4e238a38700f62870d4e
Source dataset
uspto-grants-2016_05
Patent number
US09346853B2

Reaction notes

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