Propargyl alcohol → 4-(4-Ethylpiperazin-1-yl)-6-[4-(3-hydroxy-1-propynyl)phenyl]thieno[3,2-c]pyridine pyridine

HRID 1007048Notes

Reaction equation

HRID 1007048 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH3:21])[CH2:16][CH2:15]3)[C:11]3[CH:22]=[CH:23][S:24][C:10]=3[CH:9]=2)=[CH:4][CH:3]=1.[CH2:25]([OH:28])[C:26]#[CH:27]>>[N:13]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1.[CH2:20]([N:17]1[CH2:18][CH2:19][N:14]([C:12]2[C:11]3[CH:22]=[CH:23][S:24][C:10]=3[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([C:27]#[C:26][CH2:25][OH:28])=[CH:3][CH:4]=3)[N:13]=2)[CH2:15][CH2:16]1)[CH3:21]

Participants

3

Reactant 2

HCID 7859Propargyl alcoholHCID 225026376-(4-Bromophenyl)-4-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine

Product 1

HCID 225029684-(4-Ethylpiperazin-1-yl)-6-[4-(3-hydroxy-1-propynyl)phenyl]thieno[3,2-c]pyridine pyridine

Procedure

In the same manner as in Example 281-3, 6-(4-bromophenyl)-4-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine (1.27 g) and propargyl alcohol (0.92 ml) were reacted, and then recrystallized from chloroform/n-hexane, to give 0.41 g of the title compound as pale yellow needles.

Workup

  1. customrecrystallized from chloroform/n-hexane

Sources & evidence

ORD record
ord-3f4b13df233f4ce090dc0302f16772a0
Source dataset
uspto-grants-2004_09
Patent number
US06790844B2

Reaction notes

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