Ammonia → HCID 131719279, compound

HRID 2397075Notes

Reaction equation

HRID 2397075 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH:7]1[C:17]2[CH2:16][CH2:15][C:14]3[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=3[CH:12]([CH:22]([NH2:40])[CH2:23][O:24][CH2:25][C:26]3[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[C:28]([C:36]([F:39])([F:38])[F:37])[CH:27]=3)[C:11]=2[CH:10]=[CH:9][CH:8]=1.[NH3:41]>CO>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[C:1]([CH2:2][NH:40][CH:22]([CH:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:17]=2[CH2:16][CH2:15][C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]1=2)[CH2:23][O:24][CH2:25][C:26]1[CH:31]=[C:30]([C:32]([F:34])([F:33])[F:35])[CH:29]=[C:28]([C:36]([F:37])([F:38])[F:39])[CH:27]=1)(=[O:6])[NH2:41]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 131719278HCID 131719278, compound

Product 1

HCID 131719279HCID 131719279, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the product of Example 6 in 5ml methanol saturated with ammonia was sealed in a reaction vessel and left at 0° C. for 48h. Solvent was removed in vacuo, and the residue dissolved in ethanol. Oxalic acid and water were added to give the title compound. mp 120°-122° C. 1H NMR (360MHz, DMSO-d6) 2.8-3.0 (2H, m), 3.3-3.7 (6H, m), 4.2-4.6 (4H, m), 7.00-7.4 (8H, m), 7.9 (1H, s), 7.95 (2H, s).,

Workup

  1. customSolvent was removed in vacuo
  2. dissolutionthe residue dissolved in ethanol
  3. additionOxalic acid and water were added

Sources & evidence

ORD record
ord-07ec0eb0aa744435b9da0d89aa5fe2e8
Source dataset
uspto-grants-1996_02
Patent number
US05495047

Reaction notes

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