Ammonia → HCID 11145474, compound

HRID 1440027Notes

Reaction equation

HRID 1440027 reaction equation
N[C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH:9]([CH:35](OC)OC)[CH2:10][CH2:11][CH2:12][C:13]2[CH:34]=[CH:33][C:16]([C:17]([NH:19][C@H:20]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:18])=[CH:15][CH:14]=2)=[C:4]([NH2:40])[N:3]=1.Cl.[NH3:42]>C(O)C.O>[NH2:42][C:2]1[N:7]=[C:6]([NH2:8])[C:5]2[C:9]([CH2:10][CH2:11][CH2:12][C:13]3[CH:34]=[CH:33][C:16]([C:17]([NH:19][C@H:20]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:18])=[CH:15][CH:14]=3)=[CH:35][NH:40][C:4]=2[N:3]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 67768941HCID 67768941, compound

Product 1

HCID 11145474HCID 11145474, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent2×

Procedure

To a suspension of the product of Example 17 (100 mg) in ethyl alcohol (2.0 ml), ethyl alcohol containing 20% (w/w) of hydrogen chloride (2.0 ml) and water (0.02 ml) were added and the mixture was heated at room temperature for 2 hours. The reaction mixture was diluted with water (10 ml), and neutralized by adding aqueous ammonia thereto, followed by removing solvent therefrom by distillation under reduced pressure. The resulting residue was purified by column chromatography (15 g of silica gel; dichloromethane separated from conc. ammonia→dichloromethane separated from conc. ammonia-ethanol=40:1→30:1) to give the subject compound (68 mg).

Workup

  1. additionwere added
  2. customby removing solvent
  3. distillationby distillation under reduced pressure
  4. customThe resulting residue was purified by column chromatography (15 g of silica gel; dichloromethane separated from conc. ammonia→dichloromethane separated from conc. ammonia-ethanol=40:1→30:1)

Sources & evidence

ORD record
ord-bfe5528b2fe8409cadedfb6730e1c41c
Source dataset
uspto-grants-1996_03
Patent number
US05496946

Reaction notes

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