HCID 4774693, compound → HCID 135671383, compound

HRID 231527Notes

Reaction equation

HRID 231527 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]#[N:18])=[C:12]3[N:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([BH3-])#N.[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]#[N:18])=[C:12]3[NH:11][CH2:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4774693HCID 4774693, compoundHCID 5003444Sodium cyanoborohydride

Product 1

HCID 135671383HCID 135671383, compoundYield 61.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred mixture of 46.8 g of 7-(4-chlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile in 1.2 liters of glacial acetic acid under nitrogen and heated on a steam bath was added portionwise 30.0 g of sodium cyanoborohydride, heating and stirring was continued until all the solid was dissolved. The heat was removed and stirring was continued. A solid mass formed and was collected by filtration. The solid was washed with water, then with aqueous ammonia, followed by water again. The solid was dried in vacuo to give 29.1 g of the product of the example as a white solid, mp 208°-209° C.

Workup

  1. temperatureheated on a steam bath
  2. temperatureheating
  3. dissolutionwas dissolved
  4. customThe heat was removed
  5. stirringstirring
  6. customA solid mass formed
  7. filtrationwas collected by filtration
  8. washThe solid was washed with water
  9. customThe solid was dried in vacuo

Sources & evidence

ORD record
ord-6f0e4311198347f0a3c9a9cde7bb34a3
Source dataset
uspto-grants-1989_07
Patent number
US04847256

Reaction notes

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