Stannous Chloride → HCID 10036673, compound

HRID 1171038Notes

Reaction equation

HRID 1171038 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:18]3[C:13](=[N:14][CH:15]=[N:16][C:17]=3[NH2:19])[O:12][N:11]=2)=[CH:6][CH:5]=1)([O-])=O.Cl[Sn]Cl>Cl>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:18]3[C:13](=[N:14][CH:15]=[N:16][C:17]=3[NH2:19])[O:12][N:11]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 10264413HCID 10264413, compound

Product 1

HCID 10036673HCID 10036673, compoundYield 32.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

A 0° C. suspension of Example 29B (124 mg, 0.5 mmol) in concentrated HCl (2 mL) was treated with a solution of SnCl2 (450 mg) in concentrated HCl (1 mL), warmed to room temperature, stirred for 3 hours, and filtered. The filtrate was partitioned between ethyl acetate and saturated NaHCO3 and the organic phase was washed with brine, dried (MgSO4), filtered, and concentrated to provide 37 mg (32%) of the desired product. MS (ESI(−)) m/e 226 (M−H)−.

Workup

  1. filtrationfiltered
  2. customThe filtrate was partitioned between ethyl acetate and saturated NaHCO3
  3. washthe organic phase was washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ce3090dc0bdb475598bd5b7520a06d82
Source dataset
uspto-grants-2010_11
Patent number
US07829570B2

Reaction notes

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