4-(4-Methylpiperazin-1-yl)benzaldehyde → HCID 57934595, compound

HRID 2423762Notes

Reaction equation

CN1CCN(C2C=CC(C=O)=CC=2)CC1.[CH2:16]([N:18]([CH2:44][C:45]1[CH:50]=[CH:49][C:48]([N:51]2[CH2:56][CH2:55][N:54]([CH3:57])[CH2:53][CH2:52]2)=[CH:47][CH:46]=1)[C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=1[CH:27]1[CH2:36][CH2:35][C:34]2[CH:33]=[C:32]([O:37]C(=O)C(C)(C)C)[CH:31]=[CH:30][C:29]=2[CH2:28]1)[CH3:17]>>[CH2:16]([N:18]([CH2:44][C:45]1[CH:46]=[CH:47][C:48]([N:51]2[CH2:56][CH2:55][N:54]([CH3:57])[CH2:53][CH2:52]2)=[CH:49][CH:50]=1)[C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:20]=1[CH:27]1[CH2:36][CH2:35][C:34]2[CH:33]=[C:32]([OH:37])[CH:31]=[CH:30][C:29]=2[CH2:28]1)[CH3:17]

Participants

Reactant 2

HCID 7365334-(4-Methylpiperazin-1-yl)benzaldehyde

HCID 66626250HCID 66626250, compound

Product 1

HCID 57934595HCID 57934595, compoundYield 82.6%

Procedure

Synthesized from 6-(2-ethylamino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester and 4-(4-methylpiperazin-1-yl)benzaldehyde according to an analogous synthetic method to Example 212, pivalic acid 6-{2-{ethyl[4-(4-methylpiperazin-1-yl)benzyl]amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (71 mg) was used according to an analogous synthetic method to Example 213 to provide the title compound (50 mg).

Sources & evidence

ORD record: ord-de66b5cbd77c4b17b5f9ea3f9ab2f95a
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960412B2

Reaction notes

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