Dimethylformamide → HCID 68442896, compound

HRID 388959Notes

Reaction equation

HRID 388959 reaction equation
[NH2:1][C:2]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:17]=[C:16]3[C:12]([CH:13]=[N:14][NH:15]3)=[CH:11][CH:10]=2)=[O:7])=[C:4](Cl)[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:30][N:31](C=O)[CH3:32]>>[NH2:1][C:2]1[C:19]([N+:20]([O-:22])=[O:21])=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:17]=[C:16]3[C:12]([CH:13]=[N:14][NH:15]3)=[CH:11][CH:10]=2)=[O:7])=[C:4]([N:31]([CH3:32])[CH3:30])[CH:3]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 68443943HCID 68443943, compound

Product 1

HCID 68442896HCID 68442896, compound

Procedure

A solution 4-amino-2-chloro-N-(1H-indazol-6-yl)-5-nitrobenzamide (1 mmol; see Example 157) in DMF (1 mL) was added with of 10% aqueous K2CO3 solution (0.25 mL). The mixture was then subjected to microwave at 80° C. for 60 min. The contents were cooled to RT and poured into ice-cold water (20 L). The solid formed was collected by filtration, washed with water, and dried in vacuo to provide 4-amino-2-dimethylamino-N-(1H-indazol-6-yl)-5-nitrobenzamide.

Workup

  1. customThe solid formed
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-402b28aef99e481ca49f2fc705542276
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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