Trifluoroacetic acid → HCID 24962060, compound

HRID 1672502Notes

Reaction equation

HRID 1672502 reaction equation
C(O)(C(F)(F)F)=O.[Br:8][C:9]1[C:10]([O:22][C:23]2[C:30]([CH3:31])=[CH:29][C:26]([C:27]#[N:28])=[CH:25][C:24]=2[CH3:32])=[N:11][C:12]([NH:15][CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[N:13][CH:14]=1.Br[CH:34]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH3:35]>CC#N>[Br:8][C:9]1[C:10]([O:22][C:23]2[C:30]([CH3:31])=[CH:29][C:26]([C:27]#[N:28])=[CH:25][C:24]=2[CH3:32])=[N:11][C:12]([NH:15][CH:16]2[CH2:17][CH2:18][N:19]([CH:34]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH3:35])[CH2:20][CH2:21]2)=[N:13][CH:14]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11454(1-Bromoethyl)benzeneHCID 67339367HCID 67339367, compound

Product 1

HCID 24962060HCID 24962060, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of the TFA salt of 56 (1 mmol) in MeCN was added TEA (1.5 mmol) and (1-bromo-ethyl)-benzene (1 mmol) and the resulting mixture was stirred at RT for 6 h. After the reaction was complete, the solvent was removed and the residue was purified by preparative HPLC on a 30×100 mm C18 ODB column eluting with MeCN/H2O to afford 0.120 g (24.6%) of I-61.

Workup

  1. customthe solvent was removed
  2. customthe residue was purified by preparative HPLC on a 30×100 mm C18 ODB column
  3. washeluting with MeCN/H2O
  4. customto afford 0.120 g (24.6%) of I-61

Sources & evidence

ORD record
ord-84042b50f44e4ed6a9abb0908d5b6735
Source dataset
uspto-grants-2011_08
Patent number
US07998969B2

Reaction notes

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