3,3,3-Triethoxyprop-1-yne → 3-Ethoxy-5-triethoxyprop-1-ynyl-pyridine

HRID 24053Notes

Reaction equation

HRID 24053 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][CH2:9][CH3:10])[CH:7]=1.[CH2:11]([O:13][C:14]([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])[C:15]#[CH:16])[CH3:12]>>[CH2:9]([O:8][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([C:16]#[C:15][C:14]([O:17][CH2:18][CH3:19])([O:13][CH2:11][CH3:12])[O:20][CH2:21][CH3:22])[CH:7]=1)[CH3:10]

Participants

3

Reactant 2

HCID 109209723,3,3-Triethoxyprop-1-yneHCID 122934803-Bromo-5-ethoxypyridine

Product 1

HCID 225702553-Ethoxy-5-triethoxyprop-1-ynyl-pyridineYield 37%

Procedure

The title compound was synthesized from 3-bromo-5-ethoxy-pyridine and 3,3,3-triethoxypropyne using the procedure described in Example 43, step (e), in 37% yield. 1H NMR (CDCl3) δ 8.27 (bs, 1H), 8.24 (bs, 1H), 7.21 (m, 1H), 4.02 (q, 2H, J=7.0 Hz), 3.72 (q, 6H, J=7.0 Hz), 1.39 (t, 3H, J=7.0 Hz), 1.23 (t, 9H, J=7.0 Hz).

Sources & evidence

ORD record
ord-cc717a44db274c4f95c9de13457091b9
Source dataset
uspto-grants-2005_02
Patent number
US06855722B2

Reaction notes

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