Ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine → HCID 57933822, compound

HRID 1950245Notes

Reaction equation

HRID 1950245 reaction equation
C(NC1C=CC=CC=1C1CCC2C(=CC=C(OC)C=2)C1)C.Cl.FC1C=C(CC(O)=O)C=CC=1OCCN1CCCCC1.[CH2:43]([N:45]([CH2:64][CH2:65][C:66]1[CH:71]=[CH:70][C:69]([O:72][CH2:73][CH2:74][N:75]2[CH2:80][CH2:79][CH2:78][CH2:77][CH2:76]2)=[C:68]([F:81])[CH:67]=1)[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=1[CH:52]1[CH2:61][CH2:60][C:59]2[C:54](=[CH:55][CH:56]=[C:57]([O:62]C)[CH:58]=2)[CH2:53]1)[CH3:44]>>[CH2:43]([N:45]([CH2:64][CH2:65][C:66]1[CH:71]=[CH:70][C:69]([O:72][CH2:73][CH2:74][N:75]2[CH2:80][CH2:79][CH2:78][CH2:77][CH2:76]2)=[C:68]([F:81])[CH:67]=1)[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=1[CH:52]1[CH2:61][CH2:60][C:59]2[CH:58]=[C:57]([OH:62])[CH:56]=[CH:55][C:54]=2[CH2:53]1)[CH3:44]

Participants

4

Reactant 3

HCID 23087458Ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amineHCID 66625889[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenyl]acetic acid hydrochlorideHCID 66626314Ethyl{2-[3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl]ethyl}[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine

Product 1

HCID 57933822HCID 57933822, compoundYield 79.2%

Procedure

Synthesized from ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine and [3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl]acetic acid hydrochloride according to an analogous synthetic method to Example 337 described below, ethyl {2-[3-fluoro-4-(2-piperidin-1-ylethoxy)phenyl]ethyl}[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (302 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (233 mg).

Sources & evidence

ORD record
ord-81a5468fcc314ee59d21adc490bbc661
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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