Hydrochloric Acid → 2-Amino-3-[4-(quinolin-4-ylamino)-phenyl]propionic acid dihydrochloride dihydrate

HRID 2065673Notes

Reaction equation

[OH2:1].[NH2:2][CH:3]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5].[Cl:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=[CH:18][CH:17]=1.[ClH:26]>O1CCOCC1>[OH2:5].[OH2:1].[ClH:15].[ClH:26].[NH2:2][CH:3]([CH2:7][C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[CH:18][CH:17]=2)=[CH:12][CH:13]=1)[C:4]([OH:6])=[O:5]

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 2-amino-3-(4-aminophenyl)-propionic acid hydrate (0.27 g, 1.5 mmol), 4-chloro-quinoline (0.245 g, 1.5 mmol) and conc. HCl (0.43 g) in dioxane (3 mL) is stirred at 120° C. temperature for 30 min in a tightly closed Pierce glass reaction vial. After cooling the liquid phase is separated and the solid residue is washed with acetonitrile (3×3 mL) and diethyl ether (5 mL) to give the title compound (0.405 g, 65%) as yellow solid.

Workup

customin a tightly closed Pierce glass reaction vial
temperatureAfter cooling the liquid phase
customis separated
washthe solid residue is washed with acetonitrile (3×3 mL) and diethyl ether (5 mL)

Sources & evidence

ORD record: ord-60b5088708854a399b33666dfb785d5b
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

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