Trifluoroacetic acid → HCID 67325144, compound

HRID 1616928Notes

Reaction equation

HRID 1616928 reaction equation
C(O[C:6](=O)[NH:7][CH2:8][CH2:9][C:10]1[C:18]2[C:13](=[CH:14][C:15]([I:19])=[CH:16][CH:17]=2)[NH:12][CH:11]=1)(C)(C)C.C(O)(C(F)(F)F)=O.[O:28]1[CH2:33][CH2:32]C(=O)[CH2:30][CH2:29]1>ClCCCl>[I:19][C:15]1[CH:14]=[C:13]2[C:18]([C:10]3[CH2:9][CH2:8][NH:7][C:6]4([C:11]=3[NH:12]2)[CH2:32][CH2:33][O:28][CH2:29][CH2:30]4)=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 121599Tetrahydro-4H-pyran-4-oneHCID 67379470HCID 67379470, compound

Product 1

HCID 67325144HCID 67325144, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
40 °C

Procedure

A solution of [2-(6-Iodo-1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester (500.0 mg, 1.294 mmol) was stirred into a mixture of DCE (2.0 mL) and TFA (2.0 mL) for 10 min. Tetrahydro-4H-pyran-4-one (360.0 uL, 3.88 mmol) was added. The reaction mixture was stirred at 40° C. for one hour, then at 50° C. for two hours and finally at 60° C. for one hour. The reaction solution was then concentrated down and the product was used in the next step without further purification. MS m/z 369 [M+H]+.

Workup

  1. waitat 50° C. for two hours
  2. waitfinally at 60° C. for one hour
  3. concentrationThe reaction solution was then concentrated down
  4. customthe product was used in the next step without further purification

Sources & evidence

ORD record
ord-81f43af719c44100b181267f5aa4eedb
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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