Hydrochloric Acid → HCID 67052467, compound

HRID 598042Notes

Reaction equation

HRID 598042 reaction equation
[ClH:1].[NH2:2][C:3]1[C:12]2[N:13]=[C:14]([CH2:28][O:29][CH2:30][CH3:31])[N:15]([CH2:16][C:17]([NH:20]C(=O)OC(C)(C)C)([CH3:19])[CH3:18])[C:11]=2[C:10]2[N:9]=[CH:8][C:7]([Br:32])=[CH:6][C:5]=2[N:4]=1>C(O)C>[ClH:1].[ClH:1].[NH2:20][C:17]([CH3:18])([CH3:19])[CH2:16][N:15]1[C:11]2[C:10]3[N:9]=[CH:8][C:7]([Br:32])=[CH:6][C:5]=3[N:4]=[C:3]([NH2:2])[C:12]=2[N:13]=[C:14]1[CH2:28][O:29][CH2:30][CH3:31]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86615172HCID 86615172, compound

Product 1

HCID 67052467HCID 67052467, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Hydrogen chloride (56.74 g of a 2.2 M solution in ethanol, 124.8 mmol) was added to a suspension of tert-butyl {2-[4-amino-7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-1,1-dimethylethyl}carbamate (15.40 g, 31.21 mmol) in anhydrous ethanol (120 mL), and the reaction mixture was heated at reflux for four hours and allowed to cool to room temperature. A precipitate had formed and was isolated by filtration, washed with a small volume of cold ethanol, and dried in a vacuum oven at 60° C. to provide 12.26 g of 1-(2-amino-2-methylpropyl)-7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-4-amine dihydrochloride.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for four hours
  3. customA precipitate had formed
  4. customwas isolated by filtration
  5. washwashed with a small volume of cold ethanol
  6. customdried in a vacuum oven at 60° C.

Sources & evidence

ORD record
ord-74d627a9887a407db15f596a919fbcbc
Source dataset
uspto-grants-2011_03
Patent number
US07897609B2

Reaction notes

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