Hydrazine hydrate (1:1) → HCID 11293765, compound

HRID 2105207Notes

Reaction equation

HRID 2105207 reaction equation
O.[NH2:2][NH2:3].C[O:5][C:6]([C:8]1[N:13]=[C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH:15]2[C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[CH:20]=2)[N:11]=[C:10]([NH:30][C:31]2[CH:35]=[C:34]([CH3:36])[NH:33][N:32]=2)[CH:9]=1)=O>CO>[NH2:2][NH:3][C:6]([C:8]1[N:13]=[C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH:15]2[C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[CH:20]=2)[N:11]=[C:10]([NH:30][C:31]2[CH:35]=[C:34]([CH3:36])[NH:33][N:32]=2)[CH:9]=1)=[O:5]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 113053826-Methoxycarbonyl-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-1-yl}-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidine

Product 1

HCID 11293765HCID 11293765, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine mono-hydrate (1.6 ml, 20.6 mmol) was added to a mixture of 6-methoxycarbonyl-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-1-yl}-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidine (Example 56) (1.54 g, 3.45 mmol) in methanol (20.0 ml) at ambient temperature. The resulting reaction mixture was heated at reflux for 1 hour then allowed to cool. The resulting solid was collected by filtration and washed with methanol to give the title compound (1.05 g, 68.3%).

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux for 1 hour
  4. temperatureto cool
  5. filtrationThe resulting solid was collected by filtration
  6. washwashed with methanol

Sources & evidence

ORD record
ord-06849cf141454f858f4465ba486ada62
Source dataset
uspto-grants-2009_08
Patent number
US07579349B2

Reaction notes

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