2-Fluoro-5-(trifluoromethyl)pyridine → HCID 58278646, compound

HRID 884366Notes

Reaction equation

HRID 884366 reaction equation
[OH:1][C:2]([CH3:23])([CH3:22])[CH2:3][C@@:4]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:15][CH2:14][NH:13][CH2:12]2)[CH2:6][CH2:5]1.F[C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=1>>[OH:1][C:2]([CH3:23])([CH3:22])[CH2:3][C@@:4]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:15][CH2:14][N:13]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=3)[CH2:12]2)[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 54637542-Fluoro-5-(trifluoromethyl)pyridineHCID 58278668HCID 58278668, compound

Product 1

HCID 58278646HCID 58278646, compound

Procedure

The title compound was prepared following a procedure analogous to that described in Example 1 using (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-pyrrolidin-3-yl)-1,3-oxazinan-2-one and 2-fluoro-5-trifluoromethylpyridine at 150° C. for 20 min. LC-MS Method 1 tR=1.51 min, m/z=464(M+1); 1H NMR (CD3OD) 8.26(s, 1H), 8.00(d, 1H), 7.38(m, 4H), 7.29(m, 1H), 7.01(m, 1H), 4.74(m, 1H), 3.77(m, 2H), 3.58(q, 1H), 3.47(m, 1H), 2.83(m, 1H), 2.55(m, 2H), 2.18(s, 2H), 1.24(s, 3H), 0.94(s, 3H).

Sources & evidence

ORD record
ord-71bd79a329384e9aafac20fd49937eae
Source dataset
uspto-grants-2012_08
Patent number
US08242111B2

Reaction notes

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