HCID 54273654, compound → HCID 53896857, compound

HRID 1584095Notes

Reaction equation

HRID 1584095 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[C:23]([C:25]#[N:26])[CH:22]=[CH:21][C:4]=1[CH2:5][NH:6][C:7](=[O:20])[C@@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1C(OC(C)(C)C)=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:24]=[C:23]([C:25]#[N:26])[CH:22]=[CH:21][C:4]=1[CH2:5][NH:6][C:7](=[O:20])[C@@H:8]1[CH2:12][CH2:11][CH2:10][NH:9]1

Participants

3

Reactant 1

HCID 54273654HCID 54273654, compound

Product 1

HCID 53896857HCID 53896857, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

11.4 g (31.7 mmol) of Boc-proline 2-methoxy-4-cyanobenzylamide were dissolved in 130 ml of methylene chloride and, at 0-5° C., saturated with HCI [sic]. After 2 h the Boc group had been completely eliminated. The solvent was removed under reduced pressure, and the product was used without further purification in the next reaction. 1H-NMR (DMSO-d6 ; δ in ppm): 10.25 (s, 1H); 8.60 (s, 1H); 7.50 (d, 1H; 7.42 (dd, 1H); 7.39 (d, 1); 4.40-4.20 (m, 3H); 3.88 (s, 3H); 3.20 (m, 2H); 2.35 (m, 1H); 2.00-1.80 (m, 3H)

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe product was used without further purification in the next reaction

Sources & evidence

ORD record
ord-b02107aba18643a580b99f0e7ded057e
Source dataset
uspto-grants-1999_08
Patent number
US05932567

Reaction notes

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