Ammonia → HCID 88320517, compound

HRID 962478Notes

Reaction equation

HRID 962478 reaction equation
[NH3:1].[ClH:2].[C:3]1([C:9]2([CH2:15][O:16][CH:17]([C:22]3[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[C:24]([C:32]([F:35])([F:34])[F:33])[CH:23]=3)[C:18]([O:20]C)=O)[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[ClH:2].[C:3]1([C:9]2([CH2:15][O:16][CH:17]([C:22]3[CH:23]=[C:24]([C:32]([F:33])([F:34])[F:35])[CH:25]=[C:26]([C:28]([F:29])([F:30])[F:31])[CH:27]=3)[C:18]([NH2:1])=[O:20])[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86752685HCID 86752685, compound

Product 1

HCID 88320517HCID 88320517, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonia gas was passed through a solution of the product of Example 9 (0.644 g) in dry methanol (50 ml) at -15° C. until saturated. The reaction flask was sealed with a rubber septum and allowed to stand at room temperature for 48 hours, then solvents were evaporated at reduced pressure. The residue was dissolved in acetonitrile (1 ml) and 2N aqueous hydrochloric acid (2 ml), and the solution freeze dried. The residue was boiled with ethyl acetate, allowed to cool, and the title compound collected by filtration as a colourless solid, mp 146°-148° C. Analysis Calcd. for C22H22F6N2 O2.HCl.H2O: C, 51.32; H, 4.89; N, 5.44; Found: C, 51.28; H, 4.73; N, 5.84%. MS (Cl+) 461 (M+H)+.

Workup

  1. customThe reaction flask was sealed with a rubber septum
  2. customsolvents were evaporated at reduced pressure
  3. dissolutionThe residue was dissolved in acetonitrile (1 ml)
  4. dry with material2N aqueous hydrochloric acid (2 ml), and the solution freeze dried
  5. temperatureto cool
  6. filtrationthe title compound collected by filtration as a colourless solid, mp 146°-148° C

Sources & evidence

ORD record
ord-a3745c8f93dc4875bf26e44d6a087a94
Source dataset
uspto-grants-1998_06
Patent number
US05760018

Reaction notes

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