5-Methoxypyridine-3-boronic Acid → HCID 86680678, compound

HRID 1615441Notes

Reaction equation

HRID 1615441 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.[CH3:31][O:32][C:33]1[CH:34]=[C:35](B(O)O)[CH:36]=[N:37][CH:38]=1>>[CH3:31][O:32][C:33]1[CH:34]=[C:35]([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:36]=[N:37][CH:38]=1

Participants

3

Reactant 2

HCID 27630875-Methoxypyridine-3-boronic AcidHCID 86680661tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate

Product 1

HCID 86680678HCID 86680678, compoundYield 45%

Procedure

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and 5-methoxypyridin-3-ylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as a white solid (45% yield); 1H-NMR (d6-DMSO) 1.07 (9H, s), 3.70 (2H, t), 3.81 (3H, s), 4.12 (2H, t), 6.57 (1H, s), 7.14 (1H, m), 8.02 (1H, d), 8.11 (1H, d); MS ES(+) 293.3 (M++1); HRMS m/z calcd for C15H20N20O4+H+ 293.1501 [M+H+]. Found 293.1519. IR λmax=1701 cm−1.

Sources & evidence

ORD record
ord-0a15ed064b9040fda903accd0ca9d2e5
Source dataset
uspto-grants-2014_07
Patent number
US08765751B2

Reaction notes

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