Hydrochloric Acid → HCID 178447284, compound

HRID 1739080Notes

Reaction equation

HRID 1739080 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]([C:29](=O)[CH2:30][CH2:31][CH2:32][CH3:33])[C:20]3(C([O-])=O)[CH2:24][CH2:23][CH2:22][CH:21]3[CH3:25])=[CH:14][CH:13]=2)=[N:4][N:3]=[N:2]1.[OH-:35].[Na+].Cl.C(Cl)Cl.[CH3:41][OH:42].C([OH:45])C>>[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]2[CH:13]=[CH:14][C:15]([CH2:18][N:19]([CH2:20][C:24]3([C:41]([OH:45])=[O:42])[CH2:25][CH2:21][CH2:22][CH2:23]3)[C:29](=[O:35])[CH2:30][CH2:31][CH2:32][CH3:33])=[CH:16][CH:17]=2)=[N:4][N:3]=[N:2]1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 21226129Dichloromethane methanolHCID 178447282HCID 178447282, compound

Product 1

HCID 178447284HCID 178447284, compound

Procedure

0.979 g of N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-N-valeryl-1-amino-methylcyclopentane-1-carboxylate are dissolved in 10 ml of ethanol and treated with 4 ml of 2N NaOH solution, and the mixture is heated to reflux for 23 h. After cooling to room temperature and adding 4.5 ml of 2N hydrochloric acid, the mixture is evaporated and the product is isolated by chromatography on silica gel 60 (40-63 μm) using CH2Cl2 --MeOH 95:5, Rf =0.35 (system N8). MS (FAB): m/e 462 (M+ +H).

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 23 h
  3. customthe mixture is evaporated
  4. customthe product is isolated by chromatography on silica gel 60 (40-63 μm)

Sources & evidence

ORD record
ord-901f824275714f8087597d3fa7f5e077
Source dataset
uspto-grants-1999_10
Patent number
US05965592

Reaction notes

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