Trifluoroacetic acid → 1-(3-aminopropyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine

HRID 2090233Notes

Reaction equation

HRID 2090233 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]1[C:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:16]=[C:15]([NH2:24])[C:14]=2[N:13]=[C:12]1[CH2:25][CH2:26][CH2:27][CH3:28])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:23]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:16]=[C:15]([NH2:24])[C:14]=2[N:13]=[C:12]1[CH2:25][CH2:26][CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10092233HCID 10092233, compound

Product 1

HCID 223444131-(3-aminopropyl)-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step (vi) (0.6 g) was dissolved in DCM (5 mL) and TFA (5 mL) was added. The reaction mixture was stirred for 20 min, the solvents were evaporated and the product purified via SCX resin, eluting with ammonia in MeOH solution (3.5%). Yield 380 mg.

Workup

  1. customthe solvents were evaporated
  2. customthe product purified via SCX resin
  3. washeluting with ammonia in MeOH solution (3.5%)

Sources & evidence

ORD record
ord-d677b397114d4a03b6428887b186e105
Source dataset
uspto-grants-2013_05
Patent number
US08436178B2

Reaction notes

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