HCID 86605664, compound → HCID 86605663, compound

HRID 1986498Notes

Reaction equation

HRID 1986498 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:12][CH2:13][C:14]1[C:15]([CH2:43][CH:44]([CH3:46])[CH3:45])=[N:16][C:17]2[C:22]([C:23]=1[C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=1)=[CH:21][C:20]([O:31][CH2:32][CH2:33][O:34][CH2:35][C:36]([O:38]C(C)(C)C)=[O:37])=[CH:19][CH:18]=2>FC(F)(F)C(O)=O>[C:1]1([CH3:11])[CH:2]=[CH:3][C:4]([S:7]([OH:10])(=[O:8])=[O:9])=[CH:5][CH:6]=1.[NH2:12][CH2:13][C:14]1[C:15]([CH2:43][CH:44]([CH3:46])[CH3:45])=[N:16][C:17]2[C:22]([C:23]=1[C:24]1[CH:25]=[CH:26][C:27]([CH3:30])=[CH:28][CH:29]=1)=[CH:21][C:20]([O:31][CH2:32][CH2:33][O:34][CH2:35][C:36]([OH:38])=[O:37])=[CH:19][CH:18]=2

Participants

3

Reactant 1

HCID 86605664HCID 86605664, compound

Product 1

HCID 86605663HCID 86605663, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl (2-{[3-(aminomethyl)-2-isobutyl-4-(4-methylphenyl)-6-quinolinyl]oxy}ethoxy)acetate p-toluenesulfonic acid salt (0.2 g, 0.3 mmol) in trifluoroacetic acid (5 ml) was stirred at room temperature for 4 hrs. The reaction mixture was concentrated under reduced pressure and the residue was solidified from diethyl ether. The obtained solid was dissolved in methanol and concentrated under reduced pressure. The residue was again solidified from diethyl ether to give the title compound (0.15 g, yield 83%) as an amorphous form.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionThe obtained solid was dissolved in methanol
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1f1db76267d74c4fb8049cb22e8e24e7
Source dataset
uspto-grants-2009_06
Patent number
US07547710B2

Reaction notes

Loading…