1-Bromo-2-butyne → 3-But-2-ynyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

HRID 1038072Notes

Reaction equation

HRID 1038072 reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH2:17][C:18]#[CH:19])[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6]1)=[O:4].Br[CH2:21]C#CC>>[CH3:1][O:2][C:3]([C:5]1([CH2:17][C:18]#[C:19][CH3:21])[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])[CH2:6]1)=[O:4]

Participants

3

Reactant 2

HCID 27568621-Bromo-2-butyneHCID 576863751-Tert-butyl 3-methyl 3-(prop-2-yn-1-yl)pyrrolidine-1,3-dicarboxylate

Product 1

HCID 576862233-But-2-ynyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester

Procedure

3-But-2-ynyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 5J was prepared essentially similarly as 3-prop-2-ynyl-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester by substituting 3-bromo-propyne with 1-bromo-but-2-yne

Sources & evidence

ORD record
ord-f5210216b467438482b1faf25903a0c7
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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