2-Methylpyridine-4-boronic acid → HCID 58109192, compound

HRID 1046167Notes

Reaction equation

HRID 1046167 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][CH2:24][N:25]3[CH2:29][CH2:28][CH2:27][S:26]3(=[O:31])=[O:30])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:12][C:11]2=[O:32])[CH3:9])=[CH:4][CH:3]=1.[CH3:33][C:34]1[CH:39]=[C:38](B(O)O)[CH:37]=[CH:36][N:35]=1>>[O:30]=[S:26]1(=[O:31])[CH2:27][CH2:28][CH2:29][N:25]1[CH2:24][CH2:23][CH2:22][C@@:13]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:12][C:11](=[O:32])[N:10]([C@H:8]([C:5]2[CH:6]=[CH:7][C:2]([C:38]3[CH:37]=[CH:36][N:35]=[C:34]([CH3:33])[CH:39]=3)=[CH:3][CH:4]=2)[CH3:9])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 41926642-Methylpyridine-4-boronic acidHCID 58109160HCID 58109160, compound

Product 1

HCID 58109192HCID 58109192, compound

Procedure

The title compound was prepared from (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(3-(1,1-dioxo-isothiazolidin-2-yl)propyl)-6-phenyl-1,3-oxazinan-2-one and 2-methylpyridine-4-boronic acid following a procedure analogous to that described in Example 1 Step 2. LC-MS Method 2 tR=1.001, m/z=534.1; 1H NMR (CDCl3) 1.22-1.33 (m, 1H), 1.52 (d, 3H), 1.68-1.81 (m, 1H), 1.83-2.03 (m, 2H), 2.12-2.38 (m, 5H), 2.83-2.91 (m, 5H), 2.93-3.13 (m, 5H), 5.68 (m, 1H), 7.09 (d, 2H), 7.18-7.32 (m, 5H), 7.36 (d, 2H), 7.61 (s, 1H), 7.68 (s, 1H), 8.24 (s, 1H).

Sources & evidence

ORD record
ord-53d2297aea5d42ca871aa1e6ce431d68
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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