Pyrrolidine → HCID 58393244, compound

HRID 1099463Notes

Reaction equation

HRID 1099463 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([C:11]([OH:13])=O)=[N:9][CH:10]=1)=[O:4].[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[N:14]1([C:11]([C:8]2[CH:7]=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:10][N:9]=2)=[O:13])[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 3149925-(Methoxycarbonyl)pyridine-2-carboxylic acid

Product 1

HCID 58393244HCID 58393244, compoundYield 36%

Procedure

The title compound was synthesized as described for Intermediate example I-97 in 36% yield starting from 5-(methoxycarbonyl)pyridine-2-carboxylic acid and pyrrolidine. Purification by column chromatography using a gradient of ethyl acetate in heptane; 1H NMR (400 MHz, CD3OD) δ ppm 9.15 (d, 1 H), 8.47 (dd, 1 H), 7.84 (d, 1 H), 3.97 (s, 3 H), 3.61-3.68 (m, 4 H), 1.90-2.03 (m, 4 H); MS (ESI) m/z 235[M+H]+.

Workup

  1. customPurification by column chromatography

Sources & evidence

ORD record
ord-042fb1568da54d9cba3aa25fdbc303e6
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

Loading…