Hydrochloric Acid → HCID 67467836, compound

HRID 1529493Notes

Reaction equation

HRID 1529493 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[O:17][C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=4[N:20]=3)=[O:15])=[CH:9][C:8]=2[N+:25]([O-])=O)=[CH:5][C:4]([C:28]([F:31])([F:30])[F:29])=[N:3]1.Cl>CCO>[NH2:25][C:8]1[CH:9]=[C:10]([NH:13][C:14]([C:16]2[O:17][C:18]3[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=3[N:20]=2)=[O:15])[CH:11]=[CH:12][C:7]=1[C:6]1[N:2]([CH3:1])[N:3]=[C:4]([C:28]([F:31])([F:29])[F:30])[CH:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67465083HCID 67465083, compound

Product 1

HCID 67467836HCID 67467836, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 34 (27 mg, 0.06 mmol) in 3 ml EtOH was added stannous chloride dihydrate (135 mg, 0.6 mmol) and aq. HCl (3 ml, 1N). The mixture was stirred at r.t. for 17 h. The solvents were evaporated and the residue was dissolved in 4N NaOH and then extracted with diethyl ether. The org. phase was concentrated and subjected to prep HPLC purification to give compound 35.

Workup

  1. customThe solvents were evaporated
  2. dissolutionthe residue was dissolved in 4N NaOH
  3. extractionextracted with diethyl ether
  4. concentrationphase was concentrated
  5. customHPLC purification

Sources & evidence

ORD record
ord-c60c3f6cbab14917a9d1e9f914b12b19
Source dataset
uspto-grants-2015_07
Patent number
US09090612B2

Reaction notes

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