4-Bromo-2,6-dimethylpyridine → HCID 58109616, compound

HRID 1046206Notes

Reaction equation

HRID 1046206 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([CH2:32][C:33]([OH:36])([CH3:35])[CH3:34])[O:13][C:12](=[O:14])[N:11]([C@H:15]([C:17]3[CH:22]=[CH:21][C:20](B4OC(C)(C)C(C)(C)O4)=[CH:19][CH:18]=3)[CH3:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Br[C:38]1[CH:43]=[C:42]([CH3:44])[N:41]=[C:40]([CH3:45])[CH:39]=1>>[CH3:45][C:40]1[CH:39]=[C:38]([C:20]2[CH:21]=[CH:22][C:17]([C@@H:15]([N:11]3[CH2:10][CH2:9][C@@:8]([C:5]4[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=4)([CH2:32][C:33]([OH:36])([CH3:34])[CH3:35])[O:13][C:12]3=[O:14])[CH3:16])=[CH:18][CH:19]=2)[CH:43]=[C:42]([CH3:44])[N:41]=1

Participants

3

Reactant 2

HCID 130817354-Bromo-2,6-dimethylpyridineHCID 59635794HCID 59635794, compound

Product 1

HCID 58109616HCID 58109616, compound

Procedure

The title compound was prepared (S)-6-(4-fluorophenyl)-6-(2-hydroxy-2-methylpropyl)-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 4-bromo-2,6-dimethylpyridine following a procedure analogous to that described in Example 1 Step 2. LC-MS Method 2 tR=1.001, m/z=477.1; 1H NMR (CDCl3) 1.05-1.23 (d, 6H), 1.49 (d, 3H), 2.10-2.23 (m, 4H), 2.31-2.42 (m, 1H), 2.56 (s, 6H), 2.89 (m, 1H), 5.67 (m, 1H), 6.92-7.07 (m, 4H), 7.08 (s, 2H), 7.22 (m, 2H), 7.33 (d, 2H).

Sources & evidence

ORD record
ord-eb5589b3cf8d469d847f1032cb60229f
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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