Hydrochloric Acid → HCID 62640828, compound

HRID 1916609Notes

Reaction equation

HRID 1916609 reaction equation
C([O-])(O)=O.[Na+].[Br:6][C:7]1[CH:8]=[C:9]([N+:21]([O-])=O)[C:10]([NH:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:11][CH:12]=1.Cl>CCOC(C)=O.O>[Br:6][C:7]1[CH:8]=[C:9]([NH2:21])[C:10]([NH:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:11][CH:12]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 62641980HCID 62641980, compound

Product 1

HCID 62640828HCID 62640828, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.44 g (10.8 mmol) Zinn(II)chloride dihydrate and 2.20 g (26.2 mmol) NaHCO3 are added to a solution of 680 mg (2.16 mmol) (5-bromo-3-nitro-pyridin-2-yl)-(2-pyrrolidin-1-yl-ethyl)-amine in 40 mL EtOAc at RT. The reaction is refluxed for 1.5 h and then diluted with 20 mL water. The aqueous phase is acidified with 1 M HCl and separated off from the organic phase. The aqueous phase is made alkaline with saturated K2CO3 solution and extracted twice with 40 mL EtOAc. The organic phase is dried over Na2SO4 and the solvent is eliminated i.vac.

Workup

  1. temperatureThe reaction is refluxed for 1.5 h
  2. customseparated off from the organic phase
  3. extractionextracted twice with 40 mL EtOAc
  4. dry with materialThe organic phase is dried over Na2SO4

Sources & evidence

ORD record
ord-70bfce0047d543178a22d8734e2683ac
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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