4-Bromo-1-methylpyridin-2(1H)-one → HCID 44476980, compound

HRID 2037745Notes

Reaction equation

HRID 2037745 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]2[CH2:15][CH2:14][C@:13]([CH2:22][C:23]([CH3:27])([CH3:26])[C:24]#[N:25])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:12][C:11]2=[O:28])[CH3:9])=[CH:4][CH:3]=1.Br[C:30]1[CH:35]=[CH:34][N:33]([CH3:36])[C:32](=[O:37])[CH:31]=1>>[CH3:26][C:23]([CH3:27])([CH2:22][C@@:13]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:12][C:11](=[O:28])[N:10]([C@H:8]([C:5]2[CH:6]=[CH:7][C:2]([C:30]3[CH:35]=[CH:34][N:33]([CH3:36])[C:32](=[O:37])[CH:31]=3)=[CH:3][CH:4]=2)[CH3:9])[CH2:15][CH2:14]1)[C:24]#[N:25]

Participants

3

Reactant 2

HCID 221323964-Bromo-1-methylpyridin-2(1H)-oneHCID 596356493-((R)-3-((S)-1-(4-bromophenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)-2,2-dimethylpropanenitrile

Product 1

HCID 44476980HCID 44476980, compound

Procedure

The title compound was prepared from 3-((R)-3-((S)-1-(4-bromophenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)-2,2-dimethylpropanenitrile following procedures analogous to those described in Example 313 Steps 3 and 4 using 4-bromo-1-methylpyridin-2(1H)-one in Step 4. LC-MS Method 2 tR=1.103, m/z=470.4; 1H NMR (CDCl3) 1.26 (s, 3H), 1.41 (s, 3H), 1.49 (d, 3H), 2.09 (s, 2H), 2.24 (m, 1H), 2.53 (m, 2H), 2.88 (m, 1H), 3.56 (s, 3H), 5.59 (m, 1H), 6.38 (d, 1H), 6.78 (s, 1H), 6.84 (d, 2H), 7.19 (m, 2H), 7.31 (m, 6H).

Sources & evidence

ORD record
ord-c280ffaa64b84931bf37eceab47f94cb
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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