3-Fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochloride → {2-[6-(Tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine

HRID 1950174Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950174
[Si](OC1C=C2C(=CC=1)CC(C1C=CC(OC)=CC=1N)CC2)(C(C)(C)C)(C)C.Cl.[F:29][C:30]1[CH:31]=[C:32]([CH:36]=[CH:37][C:38]=1[O:39][CH2:40][CH2:41][N:42]1[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]1)[C:33](Cl)=O.[Si:48]([O:55][C:56]1[CH:57]=[C:58]2[C:63](=[CH:64][CH:65]=1)[CH2:62][CH:61]([C:66]1[CH:71]=[CH:70][C:69]([O:72][CH3:73])=[CH:68][C:67]=1[NH:74][CH2:75][C:76]1C=CC(OCCN3CCCCC3)=C(F)C=1)[CH2:60][CH2:59]2)([C:51]([CH3:54])([CH3:53])[CH3:52])([CH3:50])[CH3:49]>>[Si:48]([O:55][C:56]1[CH:57]=[C:58]2[C:63](=[CH:64][CH:65]=1)[CH2:62][CH:61]([C:66]1[CH:71]=[CH:70][C:69]([O:72][CH3:73])=[CH:68][C:67]=1[N:74]([CH2:75][CH3:76])[CH2:33][C:32]1[CH:36]=[CH:37][C:38]([O:39][CH2:40][CH2:41][N:42]3[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]3)=[C:30]([F:29])[CH:31]=1)[CH2:60][CH2:59]2)([C:51]([CH3:54])([CH3:53])[CH3:52])([CH3:50])[CH3:49]

Komponenten

4

Edukt 3

HCID 230871263-Fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochlorideHCID 579340442-[6-(tert-Butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenylamineHCID 66626407{2-[6-(Tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine

Produkt 1

HCID 66626257{2-[6-(Tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine

Versuchsvorschrift

Synthesized from 2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenylamine and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoyl chloride hydrochloride according to an analogous synthetic method to Example 152, {2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine (480 mg) was used according to an analogous synthetic method to Example 36 to provide {2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl]amine (405 mg). This compound (403 mg) was used according to an analogous synthetic method to Example 325 described below to provide the title compound (293 mg).

Quellen und Nachweise

ORD-Eintrag
ord-9e5324f97aa147edb5924078d270a4c3
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399520B2

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