Trifluoroacetic acid → HCID 46219100, compound

HRID 575944Notes

Reaction equation

HRID 575944 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C:10]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=2[F:22])([O:13][CH3:14])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:22][C:16]1[C:17]([F:21])=[CH:18][CH:19]=[CH:20][C:15]=1[C:10]1([O:13][CH3:14])[CH2:11][CH2:12][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67402769HCID 67402769, compound

Product 1

HCID 46219100HCID 46219100, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation according to preparation 15. Tert-butyl-3-(2,3-difluorophenyl)-3-methoxypyrrolidin-1-carboxylate (4.7 g, 15 mmol), dichloromethane (20 ml) and trifluoroacetic acid (5 ml). Purification on a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1) gave the title compound (2.71 g, 85%). The amine was converted to the hydrochloric acid salt and recrystallized from methanol/diethyl ether: M.p. 152-153° C. MS m/z (rel. intensity, 70 eV) 198 (44), 183 (95), 171 (bp), 141 (61), 127 (44).

Workup

  1. customPreparation
  2. customaccording to preparation 15
  3. customPurification
  4. washon a Biotage Isolute SCX-3 SPE column (washed with methanol and eluted with methanol/triethylamine, 4:1)

Sources & evidence

ORD record
ord-0af2413195f64479a8e6ebcdf62a497e
Source dataset
uspto-grants-2015_05
Patent number
US09035073B2

Reaction notes

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