4-Bromo-2,6-dimethylpyridine → HCID 58109616, compound

HRID 2037748Notes

Reaction equation

HRID 2037748 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]2[CH2:15][CH2:14][C@@:13]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)([CH2:16][C:17]([OH:20])([CH3:19])[CH3:18])[O:12][C:11]2=[O:28])[CH3:9])=[CH:4][CH:3]=1.Br[C:30]1[CH:35]=[C:34]([CH3:36])[N:33]=[C:32]([CH3:37])[CH:31]=1>>[CH3:37][C:32]1[CH:31]=[C:30]([C:2]2[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]3[CH2:15][CH2:14][C@@:13]([C:21]4[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=4)([CH2:16][C:17]([OH:20])([CH3:18])[CH3:19])[O:12][C:11]3=[O:28])[CH3:9])=[CH:4][CH:3]=2)[CH:35]=[C:34]([CH3:36])[N:33]=1

Participants

3

Reactant 2

HCID 130817354-Bromo-2,6-dimethylpyridineHCID 59635628(S)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxy-2-methylpropyl)-1,3-oxazinan-2-one

Product 1

HCID 58109616HCID 58109616, compound

Procedure

The title compound was prepared from (S)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxy-2-methylpropyl)-1,3-oxazinan-2-one following procedures analogous to those described in Example 313 Steps 3 and 4 using 4-bromo-2,6-dimethylpyridine in Step 4. LC-MS Method 2 tR=1.001, m/z=477.1; 1H NMR (CDCl3) 1.05-1.23 (d, 6H), 1.49 (d, 3H), 2.10-2.23 (m, 4H), 2.31-2.42 (m, 1H), 2.56 (s, 6H), 2.89 (m, 1H), 5.67 (m, 1H), 6.92-7.07 (m, 4H), 7.08 (s, 2H), 7.22 (m, 2H), 7.33 (d, 2H).

Sources & evidence

ORD record
ord-51f580d0122549fc802849fb1537f888
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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