1,1'-Carbonyldiimidazole → Imidazole-1-carboxylic acid (4-pyrrolidin-1-yl-butyl)-amide

HRID 335519

Reaction equation

HRID 335519 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][NH2:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:11](N1C=CN=C1)([N:13]1[CH:17]=[CH:16][N:15]=[CH:14]1)=[O:12]>O1CCCC1>[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][NH:10][C:11]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[O:12])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 27627624-(Pyrrolidin-1-yl)butan-1-amine

Product 1

HCID 57552584Imidazole-1-carboxylic acid (4-pyrrolidin-1-yl-butyl)-amide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

In a flask under nitrogen, 4-Pyrrolidin-1-yl-butylamine (1.3 equiv, 10.1 g) was taken up in tetrahydrofuran (105 mL, 5 volumes). The mixture was cooled to 0° C. and 1,1′-carbonyldiimidazole (1.3 equiv, 11.6 g) was added. The mixture stirred at 0° C. for 20 minutes, then warmed to 20° C. over 10 minutes and held at 20° C. for 30 minutes.

Workup

  1. temperaturewarmed to 20° C. over 10 minutes
  2. waitheld at 20° C. for 30 minutes

Sources & evidence

ORD record
ord-fd652d6a940c4feba76e780d02922705
Source dataset
uspto-grants-2014_11
Patent number
US08884025B2

Linked notes

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