2-Methylpyridine-4-boronic acid → HCID 58109596, compound

HRID 1046164Notes

Reaction equation

HRID 1046164 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][CH2:23][NH:24][S:25]([CH3:28])(=[O:27])=[O:26])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:12][C:11]2=[O:29])[CH3:9])=[CH:4][CH:3]=1.[CH3:30][C:31]1[CH:36]=[C:35](B(O)O)[CH:34]=[CH:33][N:32]=1>>[CH3:30][C:31]1[CH:36]=[C:35]([C:2]2[CH:3]=[CH:4][C:5]([C@@H:8]([N:10]3[CH2:15][CH2:14][C@:13]([CH2:22][CH2:23][NH:24][S:25]([CH3:28])(=[O:27])=[O:26])([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[O:12][C:11]3=[O:29])[CH3:9])=[CH:6][CH:7]=2)[CH:34]=[CH:33][N:32]=1

Participants

3

Reactant 2

HCID 41926642-Methylpyridine-4-boronic acidHCID 58109206HCID 58109206, compound

Product 1

HCID 58109596HCID 58109596, compound

Procedure

The title compound was prepared from N-(2-((S)-3-((S)-1-(4-bromophenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)ethyl)methanesulfonamide and 2-methylpyridine-4-boronic acid following a procedure analogous to that described in Example 1 Step 2. LC-MS Method 2 tR=1.12, m/z=494; 1H NMR (CDCl3) 1.48 (d, 3H), 2.10 (m, 2H), 2.20-2.41 (m, 2H), 2.43 (m, 1H), 2.71 (s, 3H), 2.73 (s, 3H), 3.11 (m, 2H), 5.52 (m, 1H), 7.13 (d, 2H), 7.25 (m, 3H), 7.34 (m, 2H), 7.62 (d, 2H), 7.91 (m, 1H), 8.08 (s, 1H), 8.56 (d, 1H).

Sources & evidence

ORD record
ord-da07857e00ea4871b5a36af503eea7ad
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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