Water → HCID 59625834, compound

HRID 1852658Notes

Reaction equation

HRID 1852658 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-91507d4d66f4476b9c5414aa7880426c
Source dataset
uspto-grants-2015_02
Patent number
US08962607B2

Reaction notes

Loading…