(Pyrimidin-5-yl)boronic acid → HCID 178445729, compound

HRID 2389147Notes

Reaction equation

HRID 2389147 reaction equation
[C:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[C:13]([C:29]3[CH:34]=CC(OC(F)(F)F)=C[CH:30]=3)=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([C@:22]2([CH3:28])[CH2:26][O:25][C:24](=[O:27])[NH:23]2)[CH:16]=[CH:15]3)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[N:40]1C=C(B(O)O)C=[N:42][CH:41]=1>>[C:1]([C@H:5]1[CH2:6][CH2:7][C@H:8]([O:11][C:12]2[C:13]([C:29]3[CH:34]=[N:40][CH:41]=[N:42][CH:30]=3)=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([C@:22]2([CH3:28])[CH2:26][O:25][C:24](=[O:27])[NH:23]2)[CH:16]=[CH:15]3)[CH2:9][CH2:10]1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 178445727HCID 178445727, compound

Product 1

HCID 178445729HCID 178445729, compoundYield 85%

Procedure

(R)-4-(6-(trans-4-tert-butylcyclohexyloxy)-5-(pyrimidin-5-yl)naphthalen-2-yl)-4-methyloxazolidin-2-one was synthesized as per (R)-4-(6-(trans-4-tert-butylcyclohexyloxy)-5-(4-(trifluoromethoxy)phenyl)naphthalen-2-yl)-4-methyloxazolidin-2-one (Example 220) in 85% yield using pyrimidin-5-ylboronic acid (0.0885 g, 0.000714 mol) as the reagent.

Sources & evidence

ORD record
ord-ef1ff3b45d394e53b14e8b900a2d620f
Source dataset
uspto-grants-2012_09
Patent number
US08269043B2

Reaction notes

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