2-Methoxyethylamine → HCID 21082675, compound

HRID 347434Notes

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][NH2:36]>>[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]([NH:36][CH2:35][CH2:34][O:33][CH3:32])=[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 80182-Methoxyethylamine

HCID 21082674HCID 21082674, compound

Product 1

HCID 21082675HCID 21082675, compoundYield 64%

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 2-methoxyethylamine to give the title compound in 64% yield; NMR Spectrum: (DMSOd6) 3.22–3.43 (m, 7H), 3.95 (s, 3H), 3.96 (s, 3H), 6.1 (s, 2H), 6.74 (d, 1H), 6.87 (d, 1H), 7.07 (d, 1H), 7.32 (s, 2H), 7.73 (s, 1H), 8.22 (t, 1H), 8.48 (s, 1H), 9.62 (s, 1H); Mass Spectrum: M+H+ 477.

Sources & evidence

ORD record: ord-ec1aacb7a0504d32826a00bc0580e29c
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173135B2

Reaction notes

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