Hydrochloric Acid → HCID 68830162, compound

HRID 1986424Notes

Reaction equation

HRID 1986424 reaction equation
C(OC([NH:8][CH2:9][C:10]1[C:11]([CH2:29][CH:30]([CH3:32])[CH3:31])=[N:12][C:13]2[C:18]([C:19]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:17][C:16]([C:26]([OH:28])=[O:27])=[CH:15][CH:14]=2)=O)(C)(C)C.[ClH:33]>O1CCCC1.C(OCC)(=O)C>[ClH:33].[ClH:33].[NH2:8][CH2:9][C:10]1[C:11]([CH2:29][CH:30]([CH3:32])[CH3:31])=[N:12][C:13]2[C:18]([C:19]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[CH:17][C:16]([C:26]([OH:28])=[O:27])=[CH:15][CH:14]=2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68831781HCID 68831781, compound

Product 1

HCID 68830162HCID 68830162, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-4-phenylquinoline-6-carboxylic acid (0.10 g, 0.23 mmol) in tetrahydrofuran (4 ml) was added 4N solution of hydrogen chloride in ethyl acetate (4 ml), and the mixture was stirred at room temperature for 4 hrs. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from diisopropyl ether-ethyl acetate to give the title compound (0.078 g, yield 82%) as colorless crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was crystallized from diisopropyl ether-ethyl acetate

Sources & evidence

ORD record
ord-a6f340ade2d6401db423e66c429f35c5
Source dataset
uspto-grants-2009_06
Patent number
US07547710B2

Reaction notes

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