2-[6-(tert-Butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenylamine → [4-(2-Azepan-1-ylethoxy)benzyl]{2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethylamine

HRID 1950175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950175
[Si:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][CH:14]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=1N)[CH2:13][CH2:12]2)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl.N1(CCOC2C=CC(C(Cl)=O)=CC=2)CCCCCC1.[N:48]1([CH2:55][CH2:56][O:57][C:58]2[CH:91]=[CH:90][C:61]([CH2:62][NH:63][C:64]3C=C(OC)C=C[C:65]=3C3CCC4C(=CC=C(O[Si](C(C)(C)C)(C)C)C=4)C3)=[CH:60][CH:59]=2)[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]1>>[N:48]1([CH2:55][CH2:56][O:57][C:58]2[CH:59]=[CH:60][C:61]([CH2:62][NH:63][CH2:64][CH2:65][C:20]3[CH:21]=[C:22]([O:25][CH3:26])[CH:23]=[CH:24][C:19]=3[CH:14]3[CH2:13][CH2:12][C:11]4[C:16](=[CH:17][CH:18]=[C:9]([O:8][Si:1]([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2])[CH:10]=4)[CH2:15]3)=[CH:90][CH:91]=2)[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]1

Komponenten

4

Edukt 3

HCID 579340442-[6-(tert-Butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenylamineHCID 66627022[4-(2-Azepan-1-ylethoxy)benzyl]{2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}amineHCID 866052404-(2-Azepan-1-ylethoxy)benzoyl chloride hydrochloride

Produkt 1

HCID 66627675[4-(2-Azepan-1-ylethoxy)benzyl]{2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethylamine

Versuchsvorschrift

Synthesized from 2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenylamine and 4-(2-azepan-1-ylethoxy)benzoyl chloride hydrochloride according to an analogous synthetic method to Example 152, [4-(2-azepan-1-ylethoxy)benzyl]{2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}amine (448 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-azepan-1-ylethoxy)benzyl]{2-[6-(tert-butyldimethylsilyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl]-5-methoxyphenyl}ethylamine (392 mg). This compound (390 mg) was used according to an analogous synthetic method to Example 325 described below to provide the title compound (254 mg).

Quellen und Nachweise

ORD-Eintrag
ord-739caf976a07446bb5d624fe5fb0b1d8
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399520B2

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