HCID 66736778, compound → 1-(2-Amino-ethyl)-3-((S)-1-pyridin-2-yl-pyrrolidin-3-yl)-urea

HRID 1696971Notes

Reaction equation

HRID 1696971 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13]([N:15]2[CH:19]=[CH:18][N:17]=C2)=[O:14])[CH2:8]1>C(Cl)Cl.C(O)(C)C>[NH2:17][CH2:18][CH2:19][NH:15][C:13]([NH:12][C@H:9]1[CH2:10][CH2:11][N:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:8]1)=[O:14]

Participants

4

Reactant 1

HCID 66736778HCID 66736778, compound

Product 1

HCID 670193111-(2-Amino-ethyl)-3-((S)-1-pyridin-2-yl-pyrrolidin-3-yl)-urea

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of imidazole-1-carboxylic acid ((S)-1-pyridin-2-yl-pyrrolidin-3-yl)-amide (9.9 ml of a 0.1 M solution in DCM, 0.99 mmol) in iso-propanol (1 ml) is added ethyl-1,2-diamine (2 ml, 37 mmol). The reaction mixture is stirred at room temperature for 4 hours and then extracted with DCM using a continuous liquid-liquid extraction system to yield the titled compound as 1:4 mole ratio mixture with imidazole.

Workup

  1. extractionextracted with DCM using
  2. extractiona continuous liquid-liquid extraction system

Sources & evidence

ORD record
ord-84e5d056aa8e47e687227165f4852451
Source dataset
uspto-grants-2012_04
Patent number
US08163754B2

Reaction notes

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