1-Acetylpiperazine → HCID 21082718, compound

HRID 347429Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]#[C:26][CH2:27][O:28][CH3:29])=[C:21]4[O:30][CH2:31][O:32][C:20]=34)=[C:11]([C:16]#[N:17])[CH:12]=[N:13]2)=[CH:8][C:7]=1[O:33][CH3:34].[C:35]([N:38]1[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1)(=[O:37])[CH3:36]>>[ClH:1].[ClH:1].[C:35]([N:38]1[CH2:43][CH2:42][N:41]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:15]=[C:14]3[C:9]([C:10]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([C:25]#[C:26][CH2:27][O:28][CH3:29])=[C:21]5[O:30][CH2:31][O:32][C:20]=45)=[C:11]([C:16]#[N:17])[CH:12]=[N:13]3)=[CH:8][C:7]=2[O:33][CH3:34])[CH2:40][CH2:39]1)(=[O:37])[CH3:36]

Participants

Reactant 2

HCID 837951-Acetylpiperazine

HCID 21082719HCID 21082719, compound

Product 1

HCID 21082718HCID 21082718, compoundYield 58%

Procedure

Using an analogous procedure to that described in Example 10, 7-(3-chloropropoxy)-3-cyano-6-methoxy-4-[4-(3-methoxyprop-1-ynyl)-2,3-methylenedioxyanilino]quinoline was reacted with 1-acetylpiperazine to give the title compound in 58% yield; NMR Spectrum: (DMSOd6 and CF3CO2D at 100° C.) 2.04 (s, 3H), 2.3–2.37 (m, 2H), 3.27–3.37 (m, 9H), 3.74–3.84 (m, 4H), 3.96 (s, 3H), 4.3–4.36 (m, 4H), 6.04 (s, 2H), 6.89 (d, 1H), 6.96 (d, 1H), 7.51 (s, 1H), 7.96 (s, 1H), 8.66 (s, 1H); Mass Spectrum: M+H+ 572.

Sources & evidence

ORD record: ord-15cc556e4db3409c82cfaa1912b4f7b6
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173135B2

Reaction notes

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