Iodoethane → 7-Ethoxy-2-methyl-4-pyrrolidin-1-yl-quinoline

Reaction equation

[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([OH:17])=[CH:7][CH:8]=2)[N:3]=1.[CH2:18](I)[CH3:19]>>[CH2:18]([O:17][C:6]1[CH:5]=[C:4]2[C:9]([C:10]([N:12]3[CH2:16][CH2:15][CH2:14][CH2:13]3)=[CH:11][C:2]([CH3:1])=[N:3]2)=[CH:8][CH:7]=1)[CH3:19]

Participants

Reactant 2

HCID 6340Iodoethane

HCID 1358041182-Methyl-4-pyrrolidin-1-yl-quinolin-7-ol

Product 1

HCID 226413087-Ethoxy-2-methyl-4-pyrrolidin-1-yl-quinoline

Procedure

In analogy to example 6 there was prepared: on reaction of 2-methyl-4-pyrrolidin-1-yl-quinolin-7-ol with ethyl iodide, whereby the product was isolated as free base, 7-ethoxy-2-methyl-4-pyrrolidin-1-yl-quinoline as a brown solid. ISP mass spectrum, m/e: 257.1 (M+1 calculated for C16H20N2O: 257).

Workup

customIn analogy to example 6 there was prepared

Sources & evidence

ORD record: ord-7dc52aa885f14e4e855863ccbf10497e
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06818767B2

Reaction notes

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