Hydrochloric Acid → HCID 67467836, compound

HRID 407102Notes

Reaction equation

HRID 407102 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-82f5e88ea5104c12849706d25a61acad
Source dataset
uspto-grants-2014_06
Patent number
US08754219B2

Reaction notes

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