Hydrochloric Acid → HCID 178510265, compound

HRID 489407Notes

Reaction equation

HRID 489407 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]#[N:15])=[C:12]([CH:16]=[O:17])[NH:11][C:10]2=[N:18][NH:19][CH:20]=[C:9]12.[BH4-].[Na+].Cl.C(=O)([O-])O.[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]#[N:15])=[C:12]([CH2:16][OH:17])[NH:11][C:10]2=[N:18][NH:19][CH:20]=[C:9]12

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 178510264HCID 178510264, compound

Product 1

HCID 178510265HCID 178510265, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 4-(2-chlorophenyl)-5-cyano-6-formyl-4,7-dihydro-2H-pyrazolo[3,4-b]pyridine (400 mg) in methanol (10 ml) was added sodium borohydride (53 mg) under ice-cooling and the mixture was stirred at the same temperature for 30 minutes. 10% Hydrochloric acid was added to the reaction mixture, and a saturated sodium hydrogencarbonate solution was added. The precipitated crystals were collected by filtration and washed with ethanol to give the title compound (295 mg) as yellow crystals.

Workup

  1. temperaturecooling
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-67acf174b75a4a53ac11dd5aa4059a52
Source dataset
uspto-grants-2005_12
Patent number
US06977262B2

Reaction notes

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