Dimethylamine → HCID 15016283, compound

HRID 2106601Notes

Reaction equation

HRID 2106601 reaction equation
[C:1]([CH:4]([O:6][C:7]1[N:11]=[CH:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[N:8]=1)[CH3:5])([OH:3])=O.[C:22](N1C=CN=C1)([N:24]1C=CN=[CH:25]1)=O.CNC>CN(C)C=O>[CH3:22][N:24]([CH3:25])[C:1]([CH:4]([O:6][C:7]1[N:11]=[CH:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[N:8]=1)[CH3:5])=[O:3]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 15016262HCID 15016262, compound

Product 1

HCID 15016283HCID 15016283, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Three g of the compound of Example 24 was dissolved in 20 ml of dimethylformamide, and 3.4 g of carbonyldiimidazole was added to it. The mixture was stirred at ambient temperature for 20 minutes, and then 4 ml of 40% aqueous dimethylamine was added and the mixture was stirred at ambient temperature for 1 day. It was then poured into ice-water, and the solid was collected, dried and recrystallized from ethanol to obtain 1.5 g of the desired product, m.p. 126°-127°.

Workup

  1. stirringthe mixture was stirred at ambient temperature for 1 day
  2. customthe solid was collected
  3. customdried
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1af87166c14140bcb67f2eb1b4794256
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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