(2-Methoxyethyl)(methyl)amine → HCID 69461269, compound

HRID 347435Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[NH:13][C:14]1[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[C:22](O)=[O:23])=[C:16]3[O:25][CH2:26][O:27][C:15]=13)=[CH:10][C:9]([O:28][CH3:29])=[C:8]([O:30][CH3:31])[CH:7]=2)#[N:2].[CH3:32][O:33][CH2:34][CH2:35][NH:36][CH3:37]>>[C:1]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:12]=1[NH:13][C:14]1[CH:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[C:22]([N:36]([CH2:35][CH2:34][O:33][CH3:32])[CH3:37])=[O:23])=[C:16]3[O:25][CH2:26][O:27][C:15]=13)=[CH:10][C:9]([O:28][CH3:29])=[C:8]([O:30][CH3:31])[CH:7]=2)#[N:2]

Participants

Reactant 2

HCID 300977(2-Methoxyethyl)(methyl)amine

HCID 21082674HCID 21082674, compound

Product 1

HCID 69461269HCID 69461269, compoundYield 47%

Procedure

Using an analogous procedure to that described in Example 16, (2E)-3-[4-(3-cyano-6,7-dimethoxyquinolin-4-ylamino)-2,3-methylenedioxyphenyl]acrylic acid was reacted with N-(2-methoxyethyl)-N-methylamine to give the title compound in 47% yield; NMR Spectrum: (DMSOd6) 2.94 (s, 1.5H), 3.08 (s, 1.5H), 3.17 (s, 3H), 3.43–3.65 (m, 4H), 3.95 (s, 3H), 3.96 (s, 3H), 6.1 (s, 2H), 6.84 (d, 1H), 7.16 (d, 1H), 7.25 (d, 1H), 7.33 (s, 1H), 7.43 (d, 1H), 7.76 (s, 1H), 8.48 (s, 1H), 9.62 (s, 1H); Mass Spectrum: M+H+ 491.

Sources & evidence

ORD record: ord-fdfb705352234aa692ceae9001f5df93
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173135B2

Reaction notes

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