Trifluoroacetic acid → HCID 67973217, compound

HRID 1622229Notes

Reaction equation

HRID 1622229 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]2[O:32][C:17]3=[CH:18][N:19]=[C:20]([C:22]4[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][CH:23]=4)[CH:21]=[C:16]3[CH2:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:31][S:28]([C:25]1[CH:26]=[CH:27][C:22]([C:20]2[CH:21]=[C:16]3[CH2:15][CH:14]([CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)[O:32][C:17]3=[CH:18][N:19]=2)=[CH:23][CH:24]=1)(=[O:29])=[O:30]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 679734534-[5-(4-Methanesulfonylphenyl)-2,3-dihydrofuro[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67973217HCID 67973217, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (190 mg) and trifluoro acetic acid (0.40 mL) in dichloromethane (3 mL) is stirred at room temperature for 2 h. The reaction mixture is diluted with dichloromethane and washed with aqueous Na2CO3 solution. The aqueous phase is extracted dichloromethane and the combined organic phases are washed with water, dried over MgSO4, and concentrated in vacuo. LC (method 5): tR=0.62 min; Mass spectrum (ESI+): m/z=359 [M+H]+.

Workup

  1. washwashed with aqueous Na2CO3 solution
  2. extractionThe aqueous phase is extracted dichloromethane
  3. washthe combined organic phases are washed with water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2586b0c0f59b47ce91dd74a5db8e750f
Source dataset
uspto-grants-2014_07
Patent number
US08778926B2

Reaction notes

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