1-Pyrrolidineethanol → 6-Methoxy-2-[4-[2-(1pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 6-[2-(1-Pyrrolidinyl)ethoxy]pyrid-3-yl Ketone

HRID 1387016Notes

Reaction equation

HRID 1387016 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([C:10]2[C:11]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][C:12]=3[S:13][C:14]=2[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[CH:17][CH:16]=2)=[O:9])=[CH:4][CH:3]=1.[OH:35][CH2:36][CH2:37][N:38]1[CH2:42][CH2:41][CH2:40][CH2:39]1>>[N:38]1([CH2:37][CH2:36][O:35][C:2]2[N:7]=[CH:6][C:5]([C:8]([C:10]3[C:11]4[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][C:12]=4[S:13][C:14]=3[C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][N:24]4[CH2:28][CH2:27][CH2:26][CH2:25]4)=[CH:17][CH:16]=3)=[O:9])=[CH:4][CH:3]=2)[CH2:42][CH2:41][CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 762881-PyrrolidineethanolHCID 211829596-Methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 6-Chloropyrid-3-yl Ketone

Product 1

HCID 211827596-Methoxy-2-[4-[2-(1pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 6-[2-(1-Pyrrolidinyl)ethoxy]pyrid-3-yl KetoneYield 84%

Procedure

The title compound was prepared in 84% yield from 6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophen-3-yl 6-chloropyrid-3-yl ketone (Part A) and 1-(2-hydroxyethyl)pyrrolidine by essentially following the procedures described in Example 9, Part B.

Sources & evidence

ORD record
ord-9b159adfa2534396a8ebcbef120c9027
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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