Hydrochloric Acid → HCID 90387564, compound

HRID 874466Notes

Reaction equation

HRID 874466 reaction equation
C[O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:11]([C:12]3[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=3[NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:10][N:9]([CH3:28])[C:8]=12.Cl>CO>[CH3:28][N:9]1[C:8]2[C:3](=[O:2])[NH:4][CH:5]=[CH:6][C:7]=2[C:11]([C:12]2[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=2[NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)=[CH:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90387822HCID 90387822, compound

Product 1

HCID 90387564HCID 90387564, compoundYield 134.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of Example 82a (0.1163 g, 0.31 mmol) in methanol (3.1 mL) was treated with hydrogen chloride solution (4 M in 1,4-dioxane) (1.55 mL, 6.2 mmol) and heated at 75° C. overnight and then for another 10 hours at 67° C. The reaction mixture was concentrated to give 0.151 g (>100%) of the title compound as the HCl salt

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-0d4e523a93394973bc5e01e50f0baf57
Source dataset
uspto-grants-2015_03
Patent number
US08980879B2

Reaction notes

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