(Pyridin-4-yl)boronic acid → HCID 86680677, compound

HRID 1615440Notes

Reaction equation

HRID 1615440 reaction equation
O(P(O[C:18]1[N:19]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=1)(OC1C=CC=CC=1)=O)C1C=CC=CC=1.[N:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1>>[N:31]1[CH:36]=[CH:35][C:34]([C:18]2[N:19]([C:24]([O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:25])[CH2:20][CH2:21][O:22][CH:23]=2)=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

Product 1

HCID 86680677HCID 86680677, compoundYield 56%

Procedure

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and pyridin-4-ylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (56% yield); 1H-NMR (d6-DMSO) 1.11 (9H, s), 3.67 (2H, t), 4.13 (1H, t), 6.74 (1H, s), 7.18 (2H, m), 8.43 (2H, m); 13C-NMR (d6-DMSO) 27.7, 41.3, 66.9, 119.3, 134.7, 149.5; MS ES(+) 263.0 (M++1); HRMS m/z calcd for C14H18N2O3+H+ 263.1296 [M+H+]. Found 263.1402. IR λmax=1695 cm−1.

Sources & evidence

ORD record
ord-5c585232391d432eb932650a94d254ae
Source dataset
uspto-grants-2014_07
Patent number
US08765751B2

Reaction notes

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