4-(2-(azepan-1-yl)ethoxy)benzaldehyde → HCID 66627405, compound

HRID 1950211Notes

Reaction equation

NC1C=C(OC)C(OC)=CC=1C1CCC2C=C(O)C=CC=2C1.[CH2:23]([NH:25][C:26]1[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[CH:28][C:27]=1[CH:36]1[CH2:45][CH2:44][C:43]2[CH:42]=[C:41]([OH:46])[CH:40]=[CH:39][C:38]=2[CH2:37]1)[CH3:24].[N:47]1([CH2:54][CH2:55][O:56][C:57]2[CH:64]=[CH:63][C:60]([CH:61]=O)=[CH:59][CH:58]=2)[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1>>[N:47]1([CH2:54][CH2:55][O:56][C:57]2[CH:64]=[CH:63][C:60]([CH2:61][CH2:24][CH2:23][NH:25][C:26]3[CH:31]=[C:30]([O:32][CH3:33])[C:29]([O:34][CH3:35])=[CH:28][C:27]=3[CH:36]3[CH2:45][CH2:44][C:43]4[CH:42]=[C:41]([OH:46])[CH:40]=[CH:39][C:38]=4[CH2:37]3)=[CH:59][CH:58]=2)[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1

Participants

Reactant 3

HCID 35023344-(2-(azepan-1-yl)ethoxy)benzaldehyde

HCID 23087094HCID 23087094, compound

HCID 23087413HCID 23087413, compound

Product 1

HCID 66627405HCID 66627405, compoundYield 67.1%

Procedure

Synthesized from 6-(2-amino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-ol according to an analogous synthetic method to Example 36, 6-(2-ethylamino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-ol (55 mg) and 4-(2-azepan-1-ylethoxy)benzaldehyde (192 mg) were used according to an analogous synthetic method to Example 38 to provide the title compound (63 mg).

Sources & evidence

ORD record: ord-5d875085e8e545bf9d96994179acc9f9
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399520B2

Reaction notes

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