Trifluoroacetic acid → Trifluoroacetic acid

HRID 1616877Notes

Reaction equation

HRID 1616877 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]2[C:14]3[CH:20]=[C:19]([S:21]([C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=4)(=[O:23])=[O:22])[CH:18]=[CH:17][C:15]=3[O:16][CH:10]2[CH2:9]1)=O)(C)(C)C.[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>C(Cl)Cl>[Cl:30][C:26]1[CH:25]=[C:24]([S:21]([C:19]2[CH:18]=[CH:17][C:15]3[O:16][CH:10]4[CH2:9][NH:8][CH2:13][CH2:12][CH:11]4[C:14]=3[CH:20]=2)(=[O:22])=[O:23])[CH:29]=[CH:28][CH:27]=1.[F:34][C:33]([F:36])([F:35])[C:31]([OH:37])=[O:32]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67322940HCID 67322940, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 67325104HCID 67325104, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(3-Chloro-benzenesulfonyl)-3,4,4a,9a-tetrahydro-1H-benzo[4,5]furo[2,3-c]pyridine-2-carboxylic acid tert-butyl ester (0.20 mmol, 1.0 eq) was dissolved into 20% TFA in DCM and shaken at room temperature for 3 h. The reaction solution was then concentrated and the crude product purified by preparative LC/MS to afford 6-[(3-chlorophenyl)sulfonyl]-1,2,3,4,4a,9a-hexahydro[1]benzofuro[2,3-c]pyridine as a trifluoroacetic acid salt. MS m/z 350 [M+H]+

Workup

  1. concentrationThe reaction solution was then concentrated
  2. customthe crude product purified by preparative LC/MS

Sources & evidence

ORD record
ord-a22fc280d0d441d88183dffdbddeb256
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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