Water → HCID 59625834, compound

HRID 409928Notes

Reaction equation

HRID 409928 reaction equation
F[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[F:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1.CCN(C(C)C)C(C)C.O>CN(C=O)C>[F:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:2]2[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 97314-FluoroanilineHCID 81531DiisopropylethylamineHCID 5219721Methyl 4-fluoro-3-nitrobenzoate

Product 1

HCID 59625834HCID 59625834, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of methyl 4-fluoro-3-nitrobenzoate 27a (1 g, 5.02 mmol), 4-fluoroaniline 27b (4.34 mL, 5.02 mmol), and DIPEA (1.04 mL, 6.03 mmol) in DMF (10 mL) was stirred at room temperature for 2 h. Water was added to the mixture; the resulting solid was filtered, washed with water, and dried. The crude product 27c was used in the next reaction without purification.

Workup

  1. filtrationthe resulting solid was filtered
  2. washwashed with water
  3. customdried
  4. customThe crude product 27c was used in the next reaction without purification

Sources & evidence

ORD record
ord-4217d0be362c4799b38f5607bc716dad
Source dataset
uspto-grants-2014_06
Patent number
US08759533B2

Reaction notes

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