(R)-3-Pyrrolidinol → (3R)-1-(3-thien-2-ylpropyl)pyrrolidin-3-ol

Reaction equation

[NH:1]1[CH2:5][CH2:4][C@@H:3]([OH:6])[CH2:2]1.Br[CH2:8][CH2:9][CH2:10][C:11]1[S:12][CH:13]=[CH:14][CH:15]=1>>[S:12]1[CH:13]=[CH:14][CH:15]=[C:11]1[CH2:10][CH2:9][CH2:8][N:1]1[CH2:5][CH2:4][C@@H:3]([OH:6])[CH2:2]1

Participants

Reactant 2

HCID 2759337(R)-3-Pyrrolidinol

HCID 115575122-(3-Bromopropyl)thiophene

Product 1

HCID 11820472(3R)-1-(3-thien-2-ylpropyl)pyrrolidin-3-olYield 85%

Procedure

Prepared as in Intermediate I-15 from (3R)pyrrolidin-3-ol (commercially available) and 2-(3-bromopropyl)thiophene. The yield was 1.02 g (85%) of the title compound.

Sources & evidence

ORD record: ord-437a5c409c314098b06d3a146dcb77e0
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192978B2

Reaction notes

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