Water → HCID 59625834, compound

HRID 401704Notes

Reaction equation

HRID 401704 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 60a (1 g, 5.02 mmol), 4-fluoroaniline 60b (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 60c 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 60c was used in the next reaction without purification

Sources & evidence

ORD record
ord-f17c591aa2f3432f9fe9612b31519074
Source dataset
uspto-grants-2014_06
Patent number
US08741887B2

Reaction notes

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