Water → HCID 68515033, compound

HRID 1717350Notes

Reaction equation

HRID 1717350 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][NH:5][C:6]([C:8]1[N:9]=[N:10][N:11]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([NH:27][CH2:28][C:29]([F:32])([F:31])[F:30])=[O:26])=[CH:21][CH:20]=2)[C:12]=1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][F:18])=[O:7].C(N(CC)CC)C.[F:40][C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([N:47]=[C:48]=[O:49])[CH:42]=1.O>ClCCl>[F:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]1[N:11]([C:19]2[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH2:28][C:29]([F:31])([F:32])[F:30])=[O:26])=[CH:23][CH:24]=2)[N:10]=[N:9][C:8]=1[C:6]([NH:5][CH2:4][CH2:3][NH:2][C:48]([NH:47][C:43]1[CH:44]=[CH:45][CH:46]=[C:41]([F:40])[CH:42]=1)=[O:49])=[O:7]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 1230643-Fluorophenyl isocyanateHCID 68518162HCID 68518162, compound

Product 1

HCID 68515033HCID 68515033, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of N-(2-aminoethyl)-5-(5-fluoropentyl)-1-(4-{[(2,2,2-trifluoroethyl)amino]carbonyl}phenyl)-1H-1,2,3-triazole-4-carboxamide monohydrochloride (0.12 g) obtained in Example 296 in dichloromethane (5.0 ml) were added triethylamine (0.07 ml) and 1-fluoro-3-isocyanatobenzene (0.06 ml), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the resultant precipitate was collected by filtration, washed with water and recrystallized from ethanol-water to give the title compound as a white powder (0.14 g, 98%).

Workup

  1. filtrationthe resultant precipitate was collected by filtration
  2. washwashed with water
  3. customrecrystallized from ethanol-water

Sources & evidence

ORD record
ord-73e4b8f756c844f5bde2b7881ef3c33e
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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