2,2,2-trifluoro-N-((1S,3R)-3-hydroxy-6-isopropoxy-2,3-dihydro-1H-inden-1-yl)acetamide → 3-(Allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-amine

HRID 501740Notes

Reaction equation

HRID 501740 reaction equation
[CH2:1]([O:4][C@H:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][CH2:16][CH3:17])=[CH:11][CH:12]=2)[C@@H:7]([NH2:18])[CH2:6]1)[CH:2]=[CH2:3].FC(F)(F)C(N[C@@H:24]1[C:32]2C(=CC=C(OC(C)C)C=2)[C@H](O)[CH2:25]1)=O>>[CH2:1]([O:4][CH:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][C:15]3[CH:32]=[CH:24][CH:25]=[CH:17][CH:16]=3)=[CH:11][CH:12]=2)[CH:7]([NH2:18])[CH2:6]1)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 594236882,2,2-trifluoro-N-((1S,3R)-3-hydroxy-6-isopropoxy-2,3-dihydro-1H-inden-1-yl)acetamideHCID 59423826(1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine2×

Product 1

HCID 594237433-(Allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-amine

Procedure

Step BB (1). 3-(Allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-amine was prepared using a series of procedures analogous to Steps AU (1-5), X (1) and U (2). 1H NMR (300 MHz, CDCl3) δ 1.6-1.8 (m, 1H) 2.7-2.9 (m, 1H) 4.0-4.2 (m, 3H) 4.7-4.8 (t, 1H) 5.1-5.4 (m, 2H) 5.8-6.0 (m, 1H) 6.8-7.1 (m, 5H) 7.2-7.4 (m, 3H).

Sources & evidence

ORD record
ord-305b3c0772984a2ab4d076816c7948eb
Source dataset
uspto-grants-2010_08
Patent number
US07772221B2

Reaction notes

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