8-{5-[4-(Trifluoromethyl)phenyl]oxazol-2-ylamino}-3,4-dihydronaphthalen-2(1H)-one → 8-[5-(4-Chlorophenyl)oxazol-2-ylamino]-1,2,3,4-tetrahydronaphthalen-2-ol

HRID 1785542Notes

Reaction equation

HRID 1785542 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[C:18]4[C:23]=3[CH2:22][C:21](=[O:24])[CH2:20][CH2:19]4)=[N:10][CH:9]=2)=[CH:4][CH:3]=1.FC(F)(F)C1C=CC(C2OC(NC3C=CC=C4C=3CC(=O)CC4)=NC=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([NH:13][C:14]3[CH:15]=[CH:16][CH:17]=[C:18]4[C:23]=3[CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]4)=[N:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 119558408-{5-[4-(Trifluoromethyl)phenyl]oxazol-2-ylamino}-3,4-dihydronaphthalen-2(1H)-oneHCID 119642138-{[5-(4-chlorophenyl)-1,3-oxazol-2-yl]amino}-3,4-dihydronaphthalen-2(1H)-one

Product 1

HCID 119642598-[5-(4-Chlorophenyl)oxazol-2-ylamino]-1,2,3,4-tetrahydronaphthalen-2-ol

Procedure

The title compound was prepared using the procedure as described in Example 2, substituting the product of Example 6C for the product of Example 1I. 1H NMR (DMSO-d6) δ 9.16 (s, 1H), 7.43-7.57 (m, 6H), 7.09 (t, 1H, J=7.4 Hz), 6.83 (d, 1H, J=7.0 Hz), 4.80 (d, 1H, J=3.7 Hz), 3.92 (m, 1H), 2.72-2.98 (m, 4H), 1.86 (m, 1H), 1.61 (m, 1H); MS (ESI+) m/z 341/343 (M+H, 35Cl/37Cl).

Sources & evidence

ORD record
ord-74e50e6b16b24894bbb79a422cd58a83
Source dataset
uspto-grants-2009_03
Patent number
US07504520B2

Reaction notes

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