Hydrochloric Acid → HCID 178447294, compound

HRID 1609192Notes

Reaction equation

HRID 1609192 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:31](=[O:36])[CH2:32][CH2:33][CH2:34][CH3:35])[C@H:20]3[CH2:25][CH2:24][CH2:23][CH2:22][C@H:21]3[C:26]([O:28]CC)=[O:27])=[CH:14][CH:13]=2)=[N:4][N:3]=[N:2]1.[OH-].[Na+].Cl>C(O)C>[C:26]([C@H:21]1[CH2:22][CH2:23][CH2:24][CH2:25][C@H:20]1[N:19]([C:31](=[O:36])[CH2:32][CH2:33][CH2:34][CH3:35])[CH2:18][C:15]1[CH:16]=[CH:17][C:12]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]2[NH:4][N:3]=[N:2][N:1]=2)=[CH:13][CH:14]=1)([OH:28])=[O:27]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178447295HCID 178447295, compound

Product 1

HCID 178447294HCID 178447294, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

649 mg of ethyl rac-cis-N-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]-N-valeryl-2-aminocyclohexane-1-carboxylate are heated at 80° for 18 hours together with 10 ml of ethanol and 2 ml of 2N NaOH. The mixture is neutralized with 2 ml of 2N HCl and evaporated. The crude product is purified on silica gel 60 (40-63 μm) using CH2Cl2 -MeOH (95:5), Rf =0.30 (system N8). MS (FAB): m/e 462 (M+ +H), 484 (M+ +Na).

Workup

  1. customevaporated
  2. customThe crude product is purified on silica gel 60 (40-63 μm)

Sources & evidence

ORD record
ord-9a2738e773f74c7f8405346f3ca48ae4
Source dataset
uspto-grants-1995_03
Patent number
US05399578

Reaction notes

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