Sodium Carbonate → HCID 67517691, compound

HRID 2173396Notes

Reaction equation

HRID 2173396 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)[CH:6]=[CH:5][C:4]=1[CH2:14][C:15]([N:17]1[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]1)=[O:16])#[N:2].Cl.CCO.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1>[O:16]=[C:15]([N:17]1[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]1)[CH2:14][C:4]1[CH:5]=[CH:6][C:7]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[CH:8][C:3]=1[C:1]#[N:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 21887872Ethanol hydrochlorideHCID 86693028HCID 86693028, compound

Product 1

HCID 67517691HCID 67517691, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4-{[2-cyano-4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazine-1-carboxylate (160 mg, 0.4 mmol) in 10 mL of dioxane was added 10 mL of 5 M HCl/EtOH, then the mixture was stirred at room temperature for 3 h. The solvent was removed under reduce pressure. The crude compound was suspension in 20 mL of MeCN and added Na2CO3 (102 mg, 0.96 mmol), then the mixture was stirred at room temperature overnight. After filtration, the filtrate was concentrated in vacua to give crude 2-[2-oxo-2-(piperazin-1-yl)ethyl]-5-(1H-tetrazol-1-yl)benzonitrile, which was used for next step without further purification.

Workup

  1. customThe solvent was removed
  2. stirringthe mixture was stirred at room temperature overnight
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated in vacua

Sources & evidence

ORD record
ord-45179e76ec1d458faaa395e9ac45c16f
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

Loading…