Stannous chloride dihydrate → HCID 59625705, compound

HRID 468175Notes

Reaction equation

HRID 468175 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][C:10]=2[N+:19]([O-])=O)=[CH:4][CH:3]=1.O.O.Cl[Sn]Cl.C([O-])(O)=O.[Na+]>CCO>[NH2:19][C:10]1[CH:11]=[C:12]([CH:17]=[CH:18][C:9]=1[NH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 59625834HCID 59625834, compound

Product 1

HCID 59625705HCID 59625705, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 60c (1.4 g, 4.8 mmol) and SnCl2.2H2O (4.9 g, 21.7 mmol) in EtOH (50 mL) was stirred at 80° C. After 4 h, the mixture was cooled to room temperature and was slowly added to saturated aqueous NaHCO3. The solid was filtered and washed with H2O. The solid was triturated with EtOAc and the filtrate was concentrated. The crude product 60d was used in the next reaction without purification. MS m/z (M+H+) 261.1.

Workup

  1. temperaturethe mixture was cooled to room temperature
  2. filtrationThe solid was filtered
  3. washwashed with H2O
  4. customThe solid was triturated with EtOAc
  5. concentrationthe filtrate was concentrated
  6. customThe crude product 60d was used in the next reaction without purification

Sources & evidence

ORD record
ord-620426c5d6ed4b1984a76f3f8c9c1380
Source dataset
uspto-grants-2014_01
Patent number
US08623858B2

Reaction notes

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