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

HRID 600788Notes

Reaction equation

HRID 600788 reaction equation
[C:1]1([C:7]2[O:11][C:10]([NH:12][C:13]3[CH:14]=[CH:15][CH:16]=[C:17]4[C:22]=3[CH2:21][C:20](=[O:23])[CH2:19][CH2:18]4)=[N:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C1C=CC(C2OC(NC3C=CC=C4C=3CC(=O)CC4)=NC=2)=CC=1>>[C:1]1([C:7]2[O:11][C:10]([NH:12][C:13]3[CH:14]=[CH:15][CH:16]=[C:17]4[C:22]=3[CH2:21][CH:20]([OH:23])[CH2:19][CH2:18]4)=[N:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 119558408-{5-[4-(Trifluoromethyl)phenyl]oxazol-2-ylamino}-3,4-dihydronaphthalen-2(1H)-oneHCID 119642378-[(5-phenyl-1,3-oxazol-2-yl)amino]-3,4-dihydronaphthalen-2(1H)-one

Product 1

HCID 119642838-[(5-Phenyl-1,3-oxazol-2-yl)amino]-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 11C for the product of Example 1I. 1H NMR (DMSO-d6) 9.11 (s, 1H), 7.59 (m, 3H), 7.41 (t, 2H, J=7.7 Hz), 7.37 (s, 1H), 7.25 (t, 1H, J=7.5 Hz), 7.09 (t, 1H, J=7.5 Hz), 6.84 (d, 1H, J=7.1 Hz), 4.80 (d, 1H, J=4.1 Hz), 3.93 (m, 1H), 2.73-2.99 (m, 4H), 1.86 (m, 1H), 1.62 (m, 1H); MS (ESI+) m/z 307 (M+H).

Sources & evidence

ORD record
ord-29cb678f4eb84b788bfcc2781bdaa201
Source dataset
uspto-grants-2011_03
Patent number
US07902236B2

Reaction notes

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