Stannous chloride dihydrate → HCID 67957795, compound

HRID 1258655Notes

Reaction equation

HRID 1258655 reaction equation
O.O.[Sn](Cl)Cl.[Cl:6][C:7]1[C:13]([N:14]2[CH2:18][CH2:17][CH2:16][CH:15]2[C:19](=[O:23])[N:20]([CH3:22])[CH3:21])=[CH:12][C:10]([NH2:11])=[C:9]([N+:24]([O-])=O)[CH:8]=1.C([O-])(O)=O.[Na+]>CCOC(C)=O>[CH3:21][N:20]([CH3:22])[C:19]([CH:15]1[CH2:16][CH2:17][CH2:18][N:14]1[C:13]1[CH:12]=[C:10]([NH2:11])[C:9]([NH2:24])=[CH:8][C:7]=1[Cl:6])=[O:23]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 67957967HCID 67957967, compound

Product 1

HCID 67957795HCID 67957795, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tin dichloride dihydrate (710 mg, 3.1 mmol) was added to 4-chloro-5-(2-dimethylcarbamoyl-pyrrolidin-1-yl)-2-nitroaniline (200 mg, 0.6 mmol) in EtOAc (5 mL). The reaction mixture was stirred at reflux for 3 h, cooled and poured into sat.aq. NaHCO3-solution. The mixture was filtered through a pad of celite. The organic layer was dried over Na2SO4 and concentrated to give the sub-title compound.

Workup

  1. temperatureat reflux for 3 h
  2. temperaturecooled
  3. additionpoured into sat.aq
  4. filtrationThe mixture was filtered through a pad of celite
  5. dry with materialThe organic layer was dried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-569a9064982f48cda3ee712cacddcbdf
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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