Stannous chloride dihydrate → HCID 69331502, compound

HRID 2370930Notes

Reaction equation

HRID 2370930 reaction equation
O.O.[Sn](Cl)Cl.[C:6]([O:10][C:11]([NH:13][C:14]1[N:19]=[CH:18][C:17]([CH2:20][C:21]([C:30]2[N:31]=[CH:32][N:33]([C:35]3[CH:40]=[CH:39][C:38]([N+:41]([O-])=O)=[CH:37][CH:36]=3)[CH:34]=2)([C:26]([O:28][CH3:29])=[O:27])[C:22]([O:24][CH3:25])=[O:23])=[CH:16][CH:15]=1)=[O:12])([CH3:9])([CH3:8])[CH3:7]>CN(C=O)C>[NH2:41][C:38]1[CH:37]=[CH:36][C:35]([N:33]2[CH:34]=[C:30]([C:21]([CH2:20][C:17]3[CH:18]=[N:19][C:14]([NH:13][C:11]([O:10][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:12])=[CH:15][CH:16]=3)([C:22]([O:24][CH3:25])=[O:23])[C:26]([O:28][CH3:29])=[O:27])[N:31]=[CH:32]2)=[CH:40][CH:39]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 69332311HCID 69332311, compound

Product 1

HCID 69331502HCID 69331502, compoundYield 28.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

824 mg (3.66 mmol) of tin(II) chloride dihydrate were added to a solution of 384 mg (0.73 mmol) of the compound from example 12e in 10 ml of DMF and stirred at RT overnight. The solvent was then evaporated off, and the residue was partitioned between EA and sat. aqueous NaHCO3 solution. The aqueous phase was extracted twice with EA. The combined organic phases were dried over Na2SO4, filtered and concentrated. 103 mg of the desired compound were obtained.

Workup

  1. customThe solvent was then evaporated off
  2. customthe residue was partitioned between EA and sat. aqueous NaHCO3 solution
  3. extractionThe aqueous phase was extracted twice with EA
  4. dry with materialThe combined organic phases were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-b431c91a60bd4c3c8607c76de28cfe3a
Source dataset
uspto-grants-2014_04
Patent number
US08710232B2

Reaction notes

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