1-Acetylpiperazine → HCID 69067689, compound

HRID 1784100Notes

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][CH:17]=[C:16]3[O:20][CH2:21][O:22][C:15]=13)=[CH:10][C:9]([O:23][CH3:24])=[C:8]([O:25][CH2:26][C@@H:27]1[O:29][CH2:28]1)[CH:7]=2)#[N:2].[C:30]([N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)(=[O:32])[CH3:31]>>[C:30]([N:33]1[CH2:38][CH2:37][N:36]([CH2:28][C@@H:27]([OH:29])[CH2:26][O:25][C:8]2[CH:7]=[C:6]3[C:11]([C:12]([NH:13][C:14]4[CH:19]=[CH:18][CH:17]=[C:16]5[O:20][CH2:21][O:22][C:15]=45)=[C:3]([C:1]#[N:2])[CH:4]=[N:5]3)=[CH:10][C:9]=2[O:23][CH3:24])[CH2:35][CH2:34]1)(=[O:32])[CH3:31]

Participants

Reactant 2

HCID 837951-Acetylpiperazine

HCID 86595893HCID 86595893, compound

Product 1

HCID 69067689HCID 69067689, compoundYield 35%

Procedure

Using an analogous procedure to that described in Example 11, 3-cyano-7-[(2R)-2,3-epoxypropoxy]-6-methoxy-4-(2,3-methylenedioxyanilino)quinoline was reacted with 1-acetylpiperazine to give the title compound in 35% yield; NMR Spectrum: (DMSOd6) 1.96 (s, 3H), 2.34-2.54 (m, 6H), 3.35-3.45 (m, 4H), 3.94 (s, 3H), 4.0-4.1 (m, 2H), 4.13-4.21 (m, 1H), 4.94 (d, 1H), 5.97 (s, 2H), 6.80-6.92 (m, 3H), 7.23 (s, 1H), 7.76 (s, 1H), 8.4 (s, 1H), 9.49 (s, 1H); Mass Spectrum: M+H+ 520.

Sources & evidence

ORD record: ord-e3042368d58241b8a674e5808d2771c7
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501516B2

Reaction notes

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