Stannous chloride dihydrate → HCID 59843314, compound

HRID 2196524Notes

Reaction equation

HRID 2196524 reaction equation
[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([N:11]2[C:15]([C:16]3[O:17][CH:18]=[CH:19][CH:20]=3)=[CH:14][C:13]([C:21]([F:24])([F:23])[F:22])=[N:12]2)[CH:6]=1)=[N+]=[N-].O.O.[Sn](Cl)Cl>CO>[O:17]1[CH:18]=[CH:19][CH:20]=[C:16]1[C:15]1[N:11]([C:7]2[CH:6]=[C:5]([CH2:4][NH2:1])[CH:10]=[CH:9][N:8]=2)[N:12]=[C:13]([C:21]([F:22])([F:23])[F:24])[CH:14]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 59843142HCID 59843142, compound

Product 1

HCID 59843314HCID 59843314, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 39 (205 mg, 0.613 mmol) in MeOH (3.1 mL) at room temperature was added tin(II) chloride dihydrate (415 mg, 1.840 mmol) drop wise. The resulting solution was allowed to stir for 2 h at room temperature. The solvent was evaporated. The mixture was quenched with a saturated sodium carbonate solution and extracted with ethyl acetate, washed with brine, dried (MgSO4) filtered and concentrated. Compound 40 (175 mg, 93%) was isolated and used as is for the next step. LRMS (ESI): calc. 308.1; found 309.1 (MH)+.

Workup

  1. customThe solvent was evaporated
  2. customThe mixture was quenched with a saturated sodium carbonate solution
  3. extractionextracted with ethyl acetate
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-21cb290ff1ad4cdf897bf461b2cd944f
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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