Ammonia → HCID 9948502, compound

HRID 1870709Notes

Reaction equation

HRID 1870709 reaction equation
[F:1][C:2]1[C:7]2[C:8](=S)[NH:9][C:10]3([O:21][C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11]3.[NH3:23]>CO>[NH2:23][C:8]1[C:7]2[C:2]([F:1])=[CH:3][CH:4]=[CH:5][C:6]=2[O:21][C:10]2([CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][CH2:11]2)[N:9]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 18692984HCID 18692984, compound

Product 1

HCID 9948502HCID 9948502, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

The product of step (c) above (2.0 g, 6 mmol) was dissolved in an excess of a 7M solution of anhydrous ammonia in methanol and heated at 50° C. for 6 h. After evaporation of the solvent the residue was purified by flash chromatography on silica gel using dichloromethane/methanol (98:2) as eluent to give the title compound as a solid (1.8 g), m.p. 114-116° C. Mass spectrum (+ve CI)m /z 308 (M+ +H). Found: C, 58.63; H, 5.84; N, 13.67. Required for C15H18FN3O3 : C, 58.62; H, 5.90; N, 13.67%.

Workup

  1. customAfter evaporation of the solvent the residue
  2. customwas purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-04bedb17a38e44fabcb381ed0a86c463
Source dataset
uspto-grants-2000_08
Patent number
US06100246

Reaction notes

Loading…