Water → HCID 90323117, compound

HRID 527198Notes

Reaction equation

HRID 527198 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)[NH2:5].N1C=CC=CC=1.Cl[C:30]([O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:31].O>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:30](=[O:31])[O:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 15891Phenyl chloroformateHCID 176097133-Fluoro-4-(4-(4-methoxyphenyl)piperazin-1-yl)aniline

Product 1

HCID 90323117HCID 90323117, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4 (0.32 g, 1 mmol) and pyridine (0.12 mL, 1.5 mmol) in acetonitrile (4 mL, 0.25M), phenyl chloroformate (0.16 mL, 1.2 mmol) was added at 0° C. and the reaction mixture was stirred at room temperature for overnight. Then water was added and the mixture was stirred for 30 min. The precipitated white solid was filtered and the solid was washed with acetonitrile and then dried under vacuum to obtain compound 5 (0.35 g, 83%).

Workup

  1. stirringthe mixture was stirred for 30 min
  2. filtrationThe precipitated white solid was filtered
  3. washthe solid was washed with acetonitrile
  4. customdried under vacuum

Sources & evidence

ORD record
ord-29b926f63f0c4de9b259f4ef280dc876
Source dataset
uspto-grants-2016_05
Patent number
US09346791B2

Reaction notes

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