3-Bromo-2,6-dimethylpyridine → HCID 58109433, compound

HRID 2037742Notes

Reaction equation

HRID 2037742 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:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)([CH2:16][CH2:17][CH2:18][OH:19])[O:12][C:11]2=[O:27])[CH3:9])=[CH:4][CH:3]=1.Br[C:29]1[C:30]([CH3:36])=[N:31][C:32]([CH3:35])=[CH:33][CH:34]=1>>[CH3:36][C:30]1[C:29]([C:2]2[CH:3]=[CH:4][C:5]([C@@H:8]([N:10]3[CH2:15][CH2:14][C@@:13]([C:20]4[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=4)([CH2:16][CH2:17][CH2:18][OH:19])[O:12][C:11]3=[O:27])[CH3:9])=[CH:6][CH:7]=2)=[CH:34][CH:33]=[C:32]([CH3:35])[N:31]=1

Participants

3

Reactant 2

HCID 6039713-Bromo-2,6-dimethylpyridineHCID 59532370(R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxy-propyl)-1,3-oxazinan-2-one

Product 1

HCID 58109433HCID 58109433, compound

Procedure

The title compound was prepared from (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(3-hydroxypropyl)-1,3-oxazinan-2-one following procedures analogous to those described in Example 313 Steps 3 and 4 using 3-bromo-2,6-dimethylpyridine in Step 4. LC-MS Method 2 tR=1.012, m/z=463.1; 1H NMR (CDCl3) 1.32 (m, 2H), 1.49 (d, 3H), 1.62 (m, 2H), 1.86-1.96 (m, 2H), 2.17-2.29 (m, 3H), 2.31 (s, 3H), 2.49 (s, 3H), 2.93 (m, 1H), 3.51 (m, 2H), 5.68 (m, 1H), 6.88-7.03 (m, 7H), 7.25 (m, 3H).

Sources & evidence

ORD record
ord-006c45f8e3f74aaf9343b3977b3c93ea
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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