4-(2-Dimethylamino-2-methylpropoxy)benzaldehyde → HCID 66626294, compound

HRID 1950224Notes

Reaction equation

HRID 1950224 reaction equation
CN(C)C(C)(C)COC1C=CC(C=O)=CC=1.[CH3:17][N:18]([CH3:61])[C:19]([CH3:60])([CH3:59])[CH2:20][O:21][C:22]1[CH:58]=[CH:57][C:25]([CH2:26][CH2:27][CH2:28][NH:29][C:30]2[CH:35]=[C:34]([O:36][CH3:37])[C:33]([O:38][CH3:39])=[CH:32][C:31]=2[C@@H:40]2[CH2:49][CH2:48][C:47]3[CH:46]=[C:45]([O:50]C(=O)C(C)(C)C)[CH:44]=[CH:43][C:42]=3[CH2:41]2)=[CH:24][CH:23]=1>>[CH3:61][N:18]([CH3:17])[C:19]([CH3:59])([CH3:60])[CH2:20][O:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:26][CH2:27][CH2:28][NH:29][C:30]2[CH:35]=[C:34]([O:36][CH3:37])[C:33]([O:38][CH3:39])=[CH:32][C:31]=2[C@@H:40]2[CH2:49][CH2:48][C:47]3[CH:46]=[C:45]([OH:50])[CH:44]=[CH:43][C:42]=3[CH2:41]2)=[CH:57][CH:58]=1

Participants

3

Reactant 2

HCID 230872454-(2-Dimethylamino-2-methylpropoxy)benzaldehydeHCID 86605246HCID 86605246, compound

Product 1

HCID 66626294HCID 66626294, compound

Procedure

From (R)-6-(2-ethylamino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (20 mg) and 4-(2-dimethylamino-2-methylpropoxy)benzaldehyde (50 mg), synthesis was carried out according to an analogous synthetic method to Example 212. Synthesized from the total amount of the resulting pivalic acid (R)-6-{2-{[4-(2-dimethylamino-2-methylpropoxy)benzyl]ethylamino}-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester crude product according to an analogous synthetic method to Example 337 described below and purified by LC-MS, the title compound (21 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-8c4f429813fd4ce4b2e0b81251317e06
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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