HCID 9805655, compound → HCID 131722983, compound

HRID 429052Notes

Reaction equation

HRID 429052 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][NH:11][C:12]2[C:13]3[C:30]4[CH:31]=[N:32][N:33]([CH2:34][CH3:35])[C:29]=4[N:28]=[CH:27][C:14]=3[C:15]([N:18]3[CH:22]=[C:21]([C:23]([NH:25][CH3:26])=[O:24])[N:20]=[CH:19]3)=[N:16][N:17]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]>C(O)C.O>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][NH:11][C:12]2[C:13]3[C:30]4[CH:31]=[N:32][N:33]([CH2:34][CH3:35])[C:29]=4[N:28]=[CH:27][C:14]=3[C:15]([N:18]3[CH:22]=[C:21]([C:23]([NH:25][CH3:26])=[O:24])[N:20]=[CH:19]3)=[N:16][N:17]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

4

Reactant 1

HCID 9805655HCID 9805655, compound

Product 1

HCID 131722983HCID 131722983, compoundYield 194.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of the product from Example 170 (1.7 g, 3.5 mmol) in ethanol (35 mL) was added hydrochloric solution (37 wt % in water, 1.4 mL, 16.9 mmol) at 20° C. while stirring. The yellow slurry was heated to reflux for 1 h. A thick off-white slurry was gradually formed. The slurry was cooled to r.t., stirred for 20 h and filtered. The filter cake was washed with 40 mL of ethanol and dried at 45° C. vacuum oven for 24 h. The product was obtained as a pale yellow solid (1.8 g, 95% yield) with a HPLC purity of 99%; mp 202-208° C.; Anal. Calcd for C23H22ClN9O2.HCl: C, 52.28; H, 4.39; N, 23.86; Cl, 13.42. Found: C, 52.05; H, 4.41; N, 23.61; Cl, 13.09.

Workup

  1. temperatureThe yellow slurry was heated
  2. temperatureto reflux for 1 h
  3. customA thick off-white slurry was gradually formed
  4. stirringstirred for 20 h
  5. filtrationfiltered
  6. washThe filter cake was washed with 40 mL of ethanol
  7. customdried at 45° C. vacuum oven for 24 h

Sources & evidence

ORD record
ord-b4fcc9e390624f93a749934bdb02b489
Source dataset
uspto-grants-2001_11
Patent number
US06316438B1

Reaction notes

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