2-Bromo-6-methoxypyridine → HCID 22143642, compound

HRID 985244Notes

Reaction equation

HRID 985244 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([Sn](C)(C)C)[S:10][C:3]=12.Br[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[N:17]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[N:17]=3)[S:10][C:3]=12

Participants

3

Reactant 2

HCID 2568102-Bromo-6-methoxypyridineHCID 221434977-Chloro-2-(trimethylstannyl)thieno[3,2-b]pyridine

Product 1

HCID 22143642HCID 22143642, compoundYield 63%

Procedure

This material was prepared by coupling 7-chloro-2-(trimethylstannyl)thieno[3,2-b]pyridine 39a (0.478 g, 1.44 mmole) with 2-bromo-6-methoxypyridine (0.177 ml, 1.44 mmole) using tereakis (triphenylphosphine)palladium(0) (67 mg) as catalyst in a manner as previously described for example 39b to give a pale yellow solid (0.249 g, 63%). 1H NMR (300 MHz, CDCl3) δ8.56 (1H, d, J=5.1 Hz), 7.98 (1H, s), 7.66 (3H, m), 6.75 (1H, d, J=8.3 Hz), 4.05 (3H, s); ESIMS (MH+): 276.95.

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-194b8f23d77e43f98a710caad5d8d4a7
Source dataset
uspto-grants-2005_03
Patent number
US06869962B2

Reaction notes

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