Hydrochloric Acid → HCID 68829558, compound

HRID 1986422Notes

Reaction equation

HRID 1986422 reaction equation
C(OC([NH:8][CH2:9][C:10]1[C:11]([CH2:30][CH:31]([CH3:33])[CH3:32])=[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]([O:28][CH3:29])=[O:27])=[CH:15][CH:14]=2)=O)(C)(C)C.[ClH:34]>O1CCCC1.C(OCC)(=O)C>[ClH:34].[ClH:34].[NH2:8][CH2:9][C:10]1[C:11]([CH2:30][CH:31]([CH3:33])[CH3:32])=[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]([O:28][CH3:29])=[O:27])=[CH:15][CH:14]=2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68829895HCID 68829895, compound

Product 1

HCID 68829558HCID 68829558, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl 3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-4-phenylquinoline-6-carboxylate (0.10 g, 0.22 mmol) in tetrahydrofuran (2 ml) was added 4N solution of hydrogen chloride in ethyl acetate (5 ml), and the mixture was stirred at room temperature for 3 hrs. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from diisopropyl ether-ethyl acetate to give the title compound (0.084 g, yield 90%) 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-1e04c6f03dc34594b6ff3ce76e1ce0f8
Source dataset
uspto-grants-2009_06
Patent number
US07547710B2

Reaction notes

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