Hydrochloric Acid → HCID 178501587, compound

HRID 1419454Notes

Reaction equation

HRID 1419454 reaction equation
[NH:1]1[C:5]([CH2:6][CH:7]([NH:12]C(OCC2C=CC=CC=2)=O)[C:8]([O:10][CH3:11])=[O:9])=[N:4][N:3]=[N:2]1.[ClH:23]>CO>[ClH:23].[NH:4]1[C:5]([CH2:6][CH:7]([NH2:12])[C:8]([O:10][CH3:11])=[O:9])=[N:1][N:2]=[N:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178500079HCID 178500079, compound

Product 1

HCID 178501587HCID 178501587, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.53 g (1.74 mmol, 1 equiv.) of the compound of Example 52 (3-tetrazolyl-2-benzyloxymethanamidopropionic acid, methyl ester) was dissolved in 30 mL of methanol and 1 mL of conc. HCl was added. The reaction was flushed with nitrogen and 80 mg of 10% palladium on carbon was added. The solution was hydrogenated for 2 hours at 40 psi. Filtration of the catalyst followed by concentration in vacuo yielded 354 mg of the title compound. 1H-NMR (CD3OD): 4.7 p.p.m. (m, 1H); 3.8 p.p.m. (s, 3H); 3.6 p.p.m. (m, 2H).

Workup

  1. customThe reaction was flushed with nitrogen and 80 mg of 10% palladium on carbon
  2. additionwas added
  3. filtrationFiltration of the catalyst
  4. concentrationfollowed by concentration in vacuo

Sources & evidence

ORD record
ord-73fc1fd4ab114f5eb110402e2444bf57
Source dataset
uspto-grants-1999_03
Patent number
US05886146

Reaction notes

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