Methylamine → N-Methyl-(7-isopropoxycarbonyl-6-methyl-5,6-dihydropyrrolo[2,1-b]thiazol-3-yl)acetamide

HRID 2372388Notes

Reaction equation

HRID 2372388 reaction equation
[CH:1]([O:4][C:5]([C:7]1[CH:8]([CH3:21])[CH2:9][N:10]2[C:14]([CH2:15][C:16](OCC)=[O:17])=[CH:13][S:12][C:11]=12)=[O:6])([CH3:3])[CH3:2].[CH3:22][NH2:23]>>[CH3:22][NH:23][C:16](=[O:17])[CH2:15][C:14]1[N:10]2[CH2:9][CH:8]([CH3:21])[C:7]([C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[O:6])=[C:11]2[S:12][CH:13]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86745570Ethyl (7-isopropoxycarbonyl-6-methyl-5,6-dihydropyrrolo[2,1-b]thiazol-3-yl)acetate

Product 1

HCID 19903349N-Methyl-(7-isopropoxycarbonyl-6-methyl-5,6-dihydropyrrolo[2,1-b]thiazol-3-yl)acetamide

Conditions

Temperature
20 °C

Procedure

3.3 g of ethyl (7-isopropoxycarbonyl-6-methyl-5,6-dihydropyrrolo[2,1-b]thiazol-3-yl)acetate was added to 60 ml of a 40% aqueous solution of monomethylamine and stirred at 20° C. for 24 hours. The precipitate was collected by filtration, washed with water, dried, and recrystallized from ethanol. Thus 2.2 g of the title compound was obtained.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c6f27ea04ff14526819659f671fd965c
Source dataset
uspto-grants-1992_03
Patent number
US05098919

Reaction notes

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