2-Methylpyridine-4-boronic acid → HCID 58109337, compound

HRID 1046162Notes

Reaction equation

HRID 1046162 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][NH:25][S:26]([CH3:29])(=[O:28])=[O:27])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:12][C:11]2=[O:30])[CH3:9])=[CH:4][CH:3]=1.[CH3:31][C:32]1[CH:37]=[C:36](B(O)O)[CH:35]=[CH:34][N:33]=1>>[CH3:31][C:32]1[CH:37]=[C:36]([C:2]2[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]3[CH2:15][CH2:14][C@:13]([CH2:22][CH2:23][CH2:24][NH:25][S:26]([CH3:29])(=[O:28])=[O:27])([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)[O:12][C:11]3=[O:30])[CH3:9])=[CH:4][CH:3]=2)[CH:35]=[CH:34][N:33]=1

Participants

3

Reactant 2

HCID 41926642-Methylpyridine-4-boronic acidHCID 59635750HCID 59635750, compound

Product 1

HCID 58109337HCID 58109337, compound

Procedure

The title compound was prepared from N-(3-((R)-3-((S)-1-(4-bromophenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)propyl)methanesulfonamide and 2-methylpyridine-4-boronic acid following procedures analogous to those described in Example 1 Step 2. LC-MS Method 2 tR=0.988 min, m/z=508.2; 1H NMR (CDCl3) 1.36 (m, 1H), 1.51 (d, 3H), 1.70 (m, 1H), 1.96 (m, 2H), 2.17 (m, 1H), 2.26 (m, 2H), 2.59 (s, 3H), 2.86 (m, 4H), 3.02 (m, 2H), 4.19 (m, 1H), 5.62 (m, 1H), 6.96 (d, 2H), 7.19 (m, 3H), 7.26 (d, 2H), 7.29 (m, 4H), 8.47 (d, 1H).

Sources & evidence

ORD record
ord-10cf1be52c4c4620a62c81725d3d0148
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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