Dimethylamine → HCID 59421897, compound

HRID 499920Notes

Reaction equation

HRID 499920 reaction equation
Cl[CH2:2][C:3]([O:5][CH2:6][CH2:7][NH:8][C:9]([C:11]1[N:12]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=2)[CH:13]=[C:14]([NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:21]=2[CH3:27])=[O:18])[N:15]=1)=[O:10])=[O:4].[CH3:39][NH:40][CH3:41]>C1COCC1>[CH3:39][N:40]([CH3:41])[CH2:2][C:3]([O:5][CH2:6][CH2:7][NH:8][C:9]([C:11]1[N:12]([CH2:28][C:29]2[CH:30]=[CH:31][C:32]([C:35]([F:37])([F:38])[F:36])=[CH:33][CH:34]=2)[CH:13]=[C:14]([NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:21]=2[CH3:27])=[O:18])[N:15]=1)=[O:10])=[O:4]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 59421904HCID 59421904, compound

Product 1

HCID 59421897HCID 59421897, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

114.5 mg (0.2 mmol) of 2-[({4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-[4-(trifluoromethyl)benzyl]-1H-imidazol-2-yl}carbonyl)amino]ethyl chloroacetate (Example 26A) are dissolved in 2 ml of a 2 molar solution of dimethylamine in THF. The reaction mixture is shaken in a tightly closed reaction vessel at RT for 16 h and then left to stand at RT for 64 h. The reaction solution is then evaporated, and the residue from the evaporation is dissolved in DMF, filtered and purified by preparative HPLC (Method 9).

Workup

  1. waitleft
  2. waitto stand at RT for 64 h
  3. customThe reaction solution is then evaporated
  4. customthe residue from the evaporation
  5. dissolutionis dissolved in DMF
  6. filtrationfiltered
  7. custompurified by preparative HPLC (Method 9)

Sources & evidence

ORD record
ord-c8db0cbe55ad40d796b9dca83a727a90
Source dataset
uspto-grants-2010_08
Patent number
US07767704B2

Reaction notes

Loading…