Diethylamine → HCID 68444097, compound

HRID 388950Notes

Reaction equation

HRID 388950 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.[CH2:24]([NH:26][CH2:27][CH3:28])[CH3:25]>CN1C(=O)CCC1.O>[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:26]([CH2:27][CH3:28])[CH2:24][CH3:25])[CH:3]=1

Participants

5

Reactant 2

HCID 8021DiethylamineHCID 68443943HCID 68443943, compound

Product 1

HCID 68444097HCID 68444097, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution 4-amino-2-chloro-N-(1H-indazol-6-yl)-5-nitrobenzamide (1 mmol; see Example 48) in NMP (2 mL) was added with diethylamine (1.0 mL), and the resulting mixture was subjected to microwave irradiation at 70° C. for 1 h. The reaction mixture was cooled to room temperature, diluted with water (20 mL). The solid formed was collected by filtration, washed with water, and dried in vacuo to provide 4-amino-2-diethylamino-N-(1H-indazol-6-yl)-5-nitrobenzamide.

Workup

  1. customirradiation at 70° C. for 1 h
  2. customThe solid formed
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-3ec8c984cef749d08ad7ee4e1638b6fe
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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