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 2423744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2423744
[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-23513dc63d9248c08357e949e09fe697
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960412B2

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