Sodium Carbonate → HCID 57349451, compound

HRID 551278Notes

Reaction equation

HRID 551278 reaction equation
Cl.Br[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=1.Cl.[CH3:13][O:14][C:15]1[N:20]=[CH:19][C:18](B(O)O)=[CH:17][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:13][O:14][C:15]1[N:20]=[CH:19][C:18]([C:3]2[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 22309456(6-Methoxypyridin-3-yl)boronic acid--hydrogen chloride (1/1)HCID 86761320HCID 86761320, compound

Product 1

HCID 57349451HCID 57349451, compound

Procedure

The title compound is prepared as described in EXAMPLE 31, Part I, but with 6-bromonicotinic acid hydrochloride and 6-methoxypyridin-3-ylboronic acid hydrochloride as starting materials, and 10 molar equivalents of 0.4M aqueous sodium carbonate. 1H NMR (DMSO) δ 13.40 (br s, 1H), 9.10 (d, 1H), 8.95 (d, 1H), 8.43 (dd, 1H), 8.28 (dd, 1H), 8.09 (d, 1H), 6.95 (d, 1H), 3.91 (s, 3H). ESI MS (M+1)+: 231.

Sources & evidence

ORD record
ord-c26bd520b62645e88c0cf3fe277d8a80
Source dataset
uspto-grants-2011_05
Patent number
US07947684B2

Reaction notes

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