5-Bromopyrimidine-2-carboxylic acid → HCID 67019793, compound

HRID 1046256Notes

Reaction equation

HRID 1046256 reaction equation
[OH:1][C:2]([CH3:32])([CH3:31])[CH2:3][C@@:4]1([CH:28]([CH3:30])[CH3:29])[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16](B3OC(C)(C)C(C)(C)O3)=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1.Br[C:34]1[CH:35]=[N:36][C:37]([C:40]([OH:42])=[O:41])=[N:38][CH:39]=1>>[OH:1][C:2]([CH3:31])([CH3:32])[CH2:3][C@@:4]1([CH:28]([CH3:30])[CH3:29])[O:9][C:8](=[O:10])[N:7]([C@H:11]([C:13]2[CH:18]=[CH:17][C:16]([C:34]3[CH:35]=[N:36][C:37]([C:40]([OH:42])=[O:41])=[N:38][CH:39]=3)=[CH:15][CH:14]=2)[CH3:12])[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 164629705-Bromopyrimidine-2-carboxylic acidHCID 59635697HCID 59635697, compound

Product 1

HCID 67019793HCID 67019793, compound

Procedure

5-(4-((S)-1-((S)-6-(2-hydroxy-2-methylpropyl)-6-isopropyl-2-oxo-1,3-oxazinan-3-yl)ethyl)phenyl)pyrimidine-2-carboxylic acid was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-isopropyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one and 5-bromopyrimidine-2-carboxylic acid following a procedure analogous to that described in Example 1 Step 2.

Sources & evidence

ORD record
ord-5c35d7cd2fbe4a4f9b7f90984d29cfc2
Source dataset
uspto-grants-2013_10
Patent number
US08569292B2

Reaction notes

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