Dimethylformamide → HCID 178434094, compound

HRID 255029Notes

Reaction equation

HRID 255029 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[NH2:12][C:13]1[CH:17]=[C:16]([CH3:18])[NH:15][N:14]=1.C[N:20](C=O)C>O>[CH:7]1[C:8]2[C:3](=[C:2]([NH:1][N:20]=[C:17]3[C:16]([CH3:18])=[N:15][N:14]=[C:13]3[NH2:12])[CH:11]=[CH:10][CH:9]=2)[CH:4]=[CH:5][N:6]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 707665-AminoisoquinolineHCID 931461H-Pyrazol-3-amine, 5-methyl-

Product 1

HCID 178434094HCID 178434094, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(isoquinolin-5-ylhydrazono)-5-methyl-4H-pyrazol-3-ylamine was prepared from 5-aminoisoquinoline (0.7 g, 4.9 mmol) and 3-amino-5-methylpyrazole (0.6 g, 6.2 mmol) according to the procedure described above except that the substituted aniline was initially dissolved in a mixture of water (6.0 mL) and DMF (6.0 mL) prior to being acidified. The crude material was purified by chromatography eluting with (CH2Cl2:MeOH=6:1) to yield 0.089 g (7%) of the compound as a red solid. MS (m/z, ES+): 253.2 (M+1, 50%), 129 (M−123, 100%).

Workup

  1. customThe crude material was purified by chromatography
  2. washeluting with (CH2Cl2:MeOH=6:1)

Sources & evidence

ORD record
ord-4d2e25bbf76346be8b3eff597c5d123b
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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