Hydrochloric Acid → HCID 90388427, compound

HRID 874440Notes

Reaction equation

HRID 874440 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([C:15]3[C:23]4[C:18](=[C:19]([O:24]C)[N:20]=[CH:21][CH:22]=4)[N:17]([CH3:26])[CH:16]=3)=[CH:13][C:12]([N+:27]([O-:29])=[O:28])=[CH:11][N:10]=2)=[CH:4][CH:3]=1.Cl>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([C:15]3[C:23]4[CH:22]=[CH:21][NH:20][C:19](=[O:24])[C:18]=4[N:17]([CH3:26])[CH:16]=3)=[CH:13][C:12]([N+:27]([O-:29])=[O:28])=[CH:11][N:10]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 90387657HCID 90387657, compound

Product 1

HCID 90388427HCID 90388427, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

A solution of Example 14b (0.5 g, 1.27 mmol) in 1,4-dioxane (7 mL) was treated with hydrogen chloride solution (4 M in 1,4-dioxane, 3.2 mL, 12.7 mmol) and stirred at 90° C. for 2 hours. The reaction mixture was concentrated and then treated again with hydrogen chloride solution (4 M in 1,4-dioxane, 3.2 mL, 12.7 mmol). The mixture was heated for 2 hours at 90° C. and then concentrated to dryness to give 0.482 g (100%) of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. temperatureThe mixture was heated for 2 hours at 90° C.
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-caa2c62b6c294ae68f6996d12c979a3d
Source dataset
uspto-grants-2015_03
Patent number
US08980879B2

Reaction notes

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