Hydrochloric Acid → HCID 178447301, compound

HRID 1739083Notes

Reaction equation

HRID 1739083 reaction equation
[CH2:1]([O:8][C:9](=[O:58])[C@H:10]([CH:55]([CH3:57])[CH3:56])[N:11]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]2[N:35](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:34]=[N:33][N:32]=2)=[CH:21][CH:20]=1)[C:12](=[O:17])[CH2:13][CH2:14][CH2:15][CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[CH2:1]([O:8][C:9](=[O:58])[C@H:10]([CH:55]([CH3:57])[CH3:56])[N:11]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:31]2[NH:32][N:33]=[N:34][N:35]=2)=[CH:21][CH:20]=1)[C:12](=[O:17])[CH2:13][CH2:14][CH2:15][CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11549526HCID 11549526, compound

Product 1

HCID 178447301HCID 178447301, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 91 g (about 100 mmol) of crude N-[(2'-(1-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl)methyl]-N-valeryl-(L)-valine benzyl ester in 300 ml of dioxane is treated at 60° with 300 ml of 1N hydrochloric acid and kept at 60° for 2 hours. The dioxane is then evaporated in vacuo and the aqueous phase is rendered alkaline with 2N potassium hydroxide solution. Neutral portions are extracted with ether. The aqueous phase gives the crude title compound as an oil (Rf 0.40 in system A2) by acidifying and extracting with ethyl acetate.

Workup

  1. customThe dioxane is then evaporated in vacuo
  2. extractionNeutral portions are extracted with ether

Sources & evidence

ORD record
ord-b2e97b25ac944a0cb275bbc467f32d84
Source dataset
uspto-grants-1999_10
Patent number
US05965592

Reaction notes

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