4-Pentyn-1-ol → HCID 87130282, compound

HRID 1640531Notes

Reaction equation

HRID 1640531 reaction equation
Br[C:2]1[CH:3]=[CH:4][N:5]=[C:6]2[C:11]=1[N:10]=[C:9]([O:12][CH3:13])[CH:8]=[CH:7]2.[CH2:14]([OH:19])[CH2:15][CH2:16][C:17]#[CH:18]>>[CH3:13][O:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][CH:3]=[C:2]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=[O:19]

Participants

3

Reactant 2

HCID 793464-Pentyn-1-olHCID 534216178-Bromo-2-methoxy-1,5-naphthyridine

Product 1

HCID 87130282HCID 87130282, compoundYield 50%

Procedure

This intermediate was prepared starting from 8-bromo-2-methoxy-[1,5]naphthyridine (2 g, 8.3 mmol) and 4-pentyn-1-ol (1 mL, 1.3 eq.) and following the procedures of Example 29 step 29.i and Example 33, steps 33.i and 33.ii. The title aldehyde was isolated as a yellow oil (1.1 g, 50% yield over 3 steps).

Workup

  1. customThis intermediate was prepared

Sources & evidence

ORD record
ord-0ec732e9850d47058e32608351f8c6f8
Source dataset
uspto-grants-2012_02
Patent number
US08114867B2

Reaction notes

Loading…