[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine → 6-{2-{Ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950241Notes

Reaction equation

HRID 1950241 reaction equation
FC1C=C(C=CC=1OCCN1CCCCC1)CNC1C=CC=CC=1C1CCC2C(=CC=C(OC)C=2)C1.[CH2:37]([N:39]([CH2:58][C:59]1[CH:64]=[CH:63][C:62]([O:65][CH2:66][CH2:67][N:68]2[CH2:73][CH2:72][CH2:71][CH2:70][CH2:69]2)=[C:61]([F:74])[CH:60]=1)[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[CH:46]1[CH2:55][CH2:54][C:53]2[C:48](=[CH:49][CH:50]=[C:51]([O:56]C)[CH:52]=2)[CH2:47]1)[CH3:38]>>[CH2:37]([N:39]([CH2:58][C:59]1[CH:64]=[CH:63][C:62]([O:65][CH2:66][CH2:67][N:68]2[CH2:73][CH2:72][CH2:71][CH2:70][CH2:69]2)=[C:61]([F:74])[CH:60]=1)[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[CH:46]1[CH2:55][CH2:54][C:53]2[CH:52]=[C:51]([OH:56])[CH:50]=[CH:49][C:48]=2[CH2:47]1)[CH3:38]

Participants

3

Reactant 2

HCID 57933961[3-Fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amineHCID 66626320Ethyl [3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine

Product 1

HCID 579337386-{2-{Ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 86.7%

Procedure

Synthesized from [3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine according to an analogous synthetic method to Example 36, ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (332 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (280 mg).

Sources & evidence

ORD record
ord-9c29dc0ba2904cc783b990a0f3d88343
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

Loading…