1,1'-Carbonyldiimidazole → HCID 59497687, compound

HRID 1747299Notes

Reaction equation

HRID 1747299 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][NH:7][C:8]1[CH:13]=[C:12]([C:14]#[N:15])[CH:11]=[CH:10][C:9]=1[NH2:16])[CH3:2].C1N=CN([C:23](N2C=NC=C2)=[O:24])C=1>C(Cl)(Cl)Cl.C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][N:7]1[C:8]2[CH:13]=[C:12]([C:14]#[N:15])[CH:11]=[CH:10][C:9]=2[NH:16][C:23]1=[O:24])[CH3:2]

Participants

5

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 59497546HCID 59497546, compound

Product 1

HCID 59497687HCID 59497687, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(2-Amino-5-cyano-phenylamino)-propionic acid ethyl ester (0.65 g, 2.8 mmol) in CHCl3 (10 mL) was added CDI (0.68 g, 4.2 mmol). The reaction mixture was stirred at room temperature for 16 h. When the reaction was complete, the reaction mixture was diluted with CH2Cl2 and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 0.6 g (83%) of the desired priduct as a brown solid. The resulting residue was used for the next reaction without further purification.

Workup

  1. washwashed with water
  2. dry with materialThe organic phase was dried over Na2SO4
  3. concentrationconcentrated
  4. customto afford 0.6 g (83%) of the desired priduct as a brown solid
  5. customThe resulting residue was used for the next reaction without further purification

Sources & evidence

ORD record
ord-d1e446f1bac64afcb07d7cce399b28c7
Source dataset
uspto-grants-2015_10
Patent number
US09150556B2

Reaction notes

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