Ethoxyacetyl chloride → 2-ethoxy-N-{4-[2-(1-hydroxycyclopropyl)ethylamino]quinolin-3-yl}acetamide hydrochloride

HRID 1363597Notes

Reaction equation

[CH2:1]([O:3][CH2:4][C:5]([Cl:7])=[O:6])[CH3:2].[NH2:8][C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:18]=1[NH:19][CH2:20][CH2:21][C:22]1([OH:25])[CH2:24][CH2:23]1)=[CH:16][CH:15]=[CH:14][CH:13]=2>ClCCl>[ClH:7].[CH2:1]([O:3][CH2:4][C:5]([NH:8][C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:18]=1[NH:19][CH2:20][CH2:21][C:22]1([OH:25])[CH2:23][CH2:24]1)=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:6])[CH3:2]

Participants

Conditions

Temperature: 2.5 °C

Procedure

Ethoxyacetyl chloride (0.43 mL) was added to a cooled (0° C.) solution of 1-[2-(3-aminoquinolin-4-ylamino)ethyl]cyclopropanol (3.85 mmol) in dichloromethane (16 mL). The reaction mixture was stirred at 0-5° C. for 60 minutes and then concentrated under reduced pressure to provide crude 2-ethoxy-N-{4-[2-(1-hydroxycyclopropyl)ethylamino]quinolin-3-yl}acetamide hydrochloride.

Workup

concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-22f8580ef5c148d8a990ba5a70457024
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07884207B2

Reaction notes

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