Methyl iodide → (S)-tert-Butyl (1-methyl-2-oxopyrrolidin-3-yl)carbamate

HRID 912436Notes

Reaction equation

HRID 912436 reaction equation
[O:1]=[C:2]1[C@@H:6]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:5][CH2:4][NH:3]1.[CH3:15]I>>[CH3:15][N:3]1[CH2:4][CH2:5][C@H:6]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:13])[CH3:12])[C:2]1=[O:1]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 10750535(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate

Product 1

HCID 57736562(S)-tert-Butyl (1-methyl-2-oxopyrrolidin-3-yl)carbamate

Procedure

(S)-tert-butyl 1-methyl-2-oxopyrrolidin-3-ylcarbamate was prepared from compound (S)-tert-butyl 2-oxopyrrolidin-3-ylcarbamate (Example 6) and methyl iodide according to the general procedure of Example 9. The crude product was purified by column chromatography, eluting with 25% acetone/hexanes to provide compound (2a) in 45% yield.

Workup

  1. customThe crude product was purified by column chromatography
  2. washeluting with 25% acetone/hexanes

Sources & evidence

ORD record
ord-90419a66d71941458cca50a5bbf94893
Source dataset
uspto-grants-2011_09
Patent number
US08026233B2

Reaction notes

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