Hydrochloric Acid → HCID 178431378, compound

HRID 1175822Notes

Reaction equation

HRID 1175822 reaction equation
[NH2:1][C:2]1[N:3]([C:16]2[C:17]([CH3:26])=[C:18]([CH:23]=[CH:24][CH:25]=2)[O:19][CH2:20][C:21]#[N:22])[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12.[N-:27]=[N+:28]=[N-:29].[Na+].[Cl-].[NH4+].Cl>O.CN(C)C=O>[NH2:1][C:2]1[N:3]([C:16]2[CH:25]=[CH:24][CH:23]=[C:18]([O:19][CH2:20][C:21]3[NH:29][N:28]=[N:27][N:22]=3)[C:17]=2[CH3:26])[N:4]=[C:5]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[NH:8][C:7](=[O:15])[C:6]=12

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 135599864HCID 135599864, compound

Product 1

HCID 178431378HCID 178431378, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of [3-(3-amino-4-oxo-4,5-dihydro-2H-pyrazolo[4,3-c]quinolin-2-yl)-2-methylphenoxy]acetonitrile (65 mg), sodium azide (37 mg), ammonium chloride (30 mg) and N,N-dimethylformamide (6 ml) was stirred at 60° C. for 3 hours and then at 100° C. for 2 days. After cooling to room temperature, the reaction mixture was diluted with water, and then pH of the reaction mixture was adjusted to about 2 by adding 1N hydrochloric acid. The precipitated solid was collected by filtration, washed with water, and dried to obtain the target compound (72 mg).

Workup

  1. waitat 100° C. for 2 days
  2. temperatureAfter cooling to room temperature
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-88523fc78e444b288ddbd673ab06c290
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

Loading…