3-Bromopyridine → HCID 85888874, compound

HRID 30616Notes

Reaction equation

HRID 30616 reaction equation
[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9](B(O)O)=[CH:8][C:7]=1[CH:15]=[O:16].Br[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1>>[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[CH:8][C:7]=1[CH:15]=[O:16]

Participants

3

Reactant 2

HCID 122863-BromopyridineHCID 858888554-(2-Dimethylamino-ethoxy)-3-formyl-benzeneboronic acid

Product 1

HCID 85888874HCID 85888874, compoundYield 13%

Procedure

General procedure G using 4-(2-dimethylamino-ethoxy)-3-formyl-benzeneboronic acid and 3-bromo-pyridine gave the title product as yellow oil in 13% yield. 1H-NMR (CDCl3) δ 10.46 (s, 1H), 8.76 (d, 1H), 8.52 (dd, 1H), 8.00 (d, 1H), 7.80 (dt, 1H), 7.72 (dd, 1H), 7.30 (ddd, 1H), 7.07 (d, 1H), 4.28 (t, 2H), 2.90 (t, 2H), 2.42 (s, 6H).

Sources & evidence

ORD record
ord-5d66c5442cf74553b647f6be9cf027d3
Source dataset
uspto-grants-2008_09
Patent number
US07423181B2

Reaction notes

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