Sodium cyanoborohydride → HCID 136054883, compound

HRID 345943Notes

Reaction equation

HRID 345943 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]([NH2:19])=[O:18])=[C:12]3[N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.C([BH3-])#N.[Na+]>C(O)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]([NH2:19])=[O:18])=[C:12]3[NH:11][CH2:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 14501865HCID 14501865, compound

Product 1

HCID 136054883HCID 136054883, compoundYield 45.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred mixture of 136.3 g of 7-(3-fluorophenyl)pyrazolo(1,5-a)pyrimidine-3-carboxamide (prepared as described in Example 11) in one liter of glacial acetic acid at room temperature under nitrogen is added 83.6 g of sodium cyanoborohydride in portions. The mixture is stirred at room temperature for 16 hours. The crystals that form are collected by filtration and triturated with saturated sodium bicarbonate until a pH of 7-8 is achieved. The crystals are then filtered, washed with excess water and dried in vacuo to give 63.0 g of the desired product of the example as cream colored crystals, mp 122°-125° C.

Workup

  1. filtrationThe crystals that form are collected by filtration
  2. customtriturated with saturated sodium bicarbonate until a pH of 7-8
  3. filtrationThe crystals are then filtered
  4. washwashed with excess water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-91d0edce2cbb43969b22af4138352434
Source dataset
uspto-grants-1991_10
Patent number
US05059691

Reaction notes

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