HCID 23087193, compound → HCID 66627668, compound

HRID 1434063Notes

Reaction equation

HRID 1434063 reaction equation
FC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=C(N)C=1.Cl.[F:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[O:32][CH2:33][CH2:34][N:35]1[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1)[C:26](O)=O.[F:41][C:42]1[CH:43]=[CH:44][C:45]([CH:66]2[CH2:75][CH2:74][C:73]3[C:68](=[CH:69][CH:70]=[C:71]([O:76][CH3:77])[CH:72]=3)[CH2:67]2)=[C:46]([NH:48][CH2:49][C:50]2C=CC(OCCN3CCCCC3)=C(F)C=2)[CH:47]=1>>[CH2:49]([N:48]([C:46]1[CH:47]=[C:42]([F:41])[CH:43]=[CH:44][C:45]=1[CH:66]1[CH2:75][CH2:74][C:73]2[C:68](=[CH:69][CH:70]=[C:71]([O:76][CH3:77])[CH:72]=2)[CH2:67]1)[CH2:26][C:25]1[CH:29]=[CH:30][C:31]([O:32][CH2:33][CH2:34][N:35]2[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]2)=[C:23]([F:22])[CH:24]=1)[CH3:50]

Participants

4

Reactant 3

HCID 23087193HCID 23087193, compoundHCID 666268273-Fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochlorideHCID 67242814HCID 67242814, compound

Product 1

HCID 66627668HCID 66627668, compound

Procedure

Synthesized from 5-fluoro-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenylamine and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 282, [5-fluoro-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl][3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine (376 mg) was used according to an analogous synthetic method to Example 36 to provide ethyl[5-fluoro-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl][3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine (317 mg). This compound (315 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (265 mg).

Sources & evidence

ORD record
ord-3e8c6c223cd44076b1102a6f760b20f9
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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