Benzo(B)Thiophene-2-Boronic Acid → 2-[4-[2-(1-Pyrrolidinyl)ethoxy)phenyl]benzo[b]thiophene

HRID 1386972Notes

Reaction equation

HRID 1386972 reaction equation
[S:1]1[C:5](B(O)O)=[CH:4][C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2.Br[C:14]1[CH:27]=[CH:26][C:17]([O:18][CH2:19][CH2:20][N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:16][CH:15]=1>>[S:1]1[C:5]([C:14]2[CH:27]=[CH:26][C:17]([O:18][CH2:19][CH2:20][N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:16][CH:15]=2)=[CH:4][C:3]2[CH:9]=[CH:10][CH:11]=[CH:12][C:2]1=2

Participants

3

Reactant 2

HCID 2359Benzo(B)Thiophene-2-Boronic AcidHCID 70657N-(2-(p-bromophenoxy)ethyl)pyrrolidine

Product 1

HCID 106637082-[4-[2-(1-Pyrrolidinyl)ethoxy)phenyl]benzo[b]thiopheneYield 76%

Procedure

By essentially following the procedure detailed in Example 1, Part B, the title compound was prepared from benzo[b]thiophene-2-boronic acid and 1-[2-(4-bromophenoxy)ethyl]pyrrolidine in 76% yield as a white solid following flash chromatography (SiO2; 36:4:60 THF-TEA-hexanes).

Sources & evidence

ORD record
ord-38cf0729890d4ec3aabc476475b6675e
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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