Trifluoroacetic acid → HCID 58362692, compound

HRID 2361515Notes

Reaction equation

HRID 2361515 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][N:7]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[N:26]3[C:27]4[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=4[N:29]=[C:25]3[N:24]=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)C(=O)OC(C)(C)C)=[N+:2]=[N-:3].C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:1]([CH2:4][CH2:5][CH2:6][NH:7][C:15]1[CH:16]=[CH:17][C:18]([C:21]2[N:26]3[C:27]4[CH:33]=[CH:32][CH:31]=[CH:30][C:28]=4[N:29]=[C:25]3[N:24]=[CH:23][CH:22]=2)=[CH:19][CH:20]=1)=[N+:2]=[N-:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86656002HCID 86656002, compound

Product 1

HCID 58362692HCID 58362692, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (3-azidopropyl)(4-(benzo[4,5]imidazo[1,2-a]pyrimidin-4-yl)phenyl)carbamate (above mentioned material) in 3 mL of DCM was added TFA (1 mL). The mixture was stirred at rt for 1.5 h and concentrated under reduced pressure. The residue was purified by reversed phase HPLC (TFA buffered water/MeCN) to afford the title compound as a orange-colored oil (61 mg, TFA salt). MS (ESI) m/z [M-1-H]+344.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by reversed phase HPLC (TFA buffered water/MeCN)

Sources & evidence

ORD record
ord-20a53342ac7c4217b4be235b39d766f3
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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