[8-(5-p-Methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamic acid tert-butyl ester → N1-[5-(4-Trifluoromethylphenyl)oxazol-2-yl]-5,6,7,8-tetrahydronaphthalene-1,7-diamine

HRID 600811

Reaktionsgleichung

Reaktionsgleichung von HRID 600811
C(OC(=O)[NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[C:11]([NH:18][C:19]3[O:20][C:21]([C:24]4[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=4)=[CH:22][N:23]=3)[CH:12]=[CH:13][CH:14]=2)[CH2:9]1)(C)(C)C.C(OC(=O)NC1CCC2C(=C(NC3OC(C4C=CC(C)=CC=4)=CN=3)C=CC=2)C1)(C)(C)C>>[F:33][C:30]([F:31])([F:32])[C:27]1[CH:28]=[CH:29][C:24]([C:21]2[O:20][C:19]([NH:18][C:11]3[C:10]4[CH2:9][CH:8]([NH2:7])[CH2:17][CH2:16][C:15]=4[CH:14]=[CH:13][CH:12]=3)=[N:23][CH:22]=2)=[CH:25][CH:26]=1

Komponenten

3

Edukt 2

HCID 67229286[8-(5-p-Methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamic acid tert-butyl esterHCID 67229897{8-[5-(4-Trifluoromethylphenyl)oxazol-2-ylamino]-1,2,3,4-tetrahydro-naphthalen-2-yl}carbamic acid tert-butyl ester

Produkt 1

HCID 11964241N1-[5-(4-Trifluoromethylphenyl)oxazol-2-yl]-5,6,7,8-tetrahydronaphthalene-1,7-diamineAusbeute 38,1 %

Versuchsvorschrift

The title compound was prepared using the procedure as described in Example 20H substituting the product of Example 21A (120 mg, 0.253 mmol) for the product of Example 20G. The crude product was purified by trituration with Et2O/hexanes which resulted in 36 mg (38%) of the title compound as a white solid. 1H NMR (DMSO-d6) δ 9.32 (br s, 1H), 7.75 (m, 4H), 7.60 (s, 1H), 7.55 (d, J=7.8 Hz, 1H), 7.10 (t, J=7.8 Hz, 1H), 6.87 (d, J=7.8 Hz, 1H), 3.05-2.70 (m, 4H), 2.30 (m, 1H), 1.82 (m, 3H), 1.43 (m, 1H); MS (ESI+) m/z 374 (M+H)+.

Aufarbeitung

  1. customThe title compound was prepared
  2. customThe crude product was purified by trituration with Et2O/hexanes which

Quellen und Nachweise

ORD-Eintrag
ord-a5842a9ab4ca4f219143e6336acb443a
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902236B2

Verknüpfte Notizen

Wird geladen…