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

HRID 600797Notes

Reaction equation

HRID 600797 reaction equation
[CH2:1]([C:8]1[O:12][C:11]([NH:13][C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[CH2:22][C:21](=[O:24])[CH2:20][CH2:19]3)=[N:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C1C=CC(C2OC(NC3C=CC=C4C=3CC(=O)CC4)=NC=2)=CC=1>>[CH2:1]([C:8]1[O:12][C:11]([NH:13][C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[CH2:22][CH:21]([OH:24])[CH2:20][CH2:19]3)=[N:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 119558408-{5-[4-(Trifluoromethyl)phenyl]oxazol-2-ylamino}-3,4-dihydronaphthalen-2(1H)-oneHCID 672293008-[(5-benzyl-1,3-oxazol-2-yl)amino]-3,4-dihydronaphthalen-2(1H)-one

Product 1

HCID 119643188-[(5-Benzyl-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 16D for the product of Example 1I. 1H NMR (DMSO-d6) δ 8.72 (s, 1H), 7.56-7.63 (m, 3H), 7.23-7.37 (m, 3H), 7.02 (t, 1H, J=7.5 Hz), 6.77 (d, 1H, J=7.3 Hz), 6.56 (s, 1H), 4.74 (d, 1H, J=3.7 Hz), 3.93 (s, 2H), 3.81 (m, 1H), 2.70-2.90 (m, 4H), 1.81 (m, 1H), 1.58 (m, 1H); MS (ESI+) m/z 321 (M+H)+.

Sources & evidence

ORD record
ord-082f25a85ffa4a1ab54d8ff623786aca
Source dataset
uspto-grants-2011_03
Patent number
US07902236B2

Reaction notes

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