2,6-Lutidine → HCID 17271861, compound

HRID 1644301Notes

Reaction equation

HRID 1644301 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].[C:10](Cl)(=[O:19])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.N1C(C)=CC=CC=1C.BrC1C=C(NC(=O)/C=C/C2C=CC=CC=2)C=CC=1>>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:10](=[O:19])/[CH:11]=[CH:12]/[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[C:7]([F:9])[CH:8]=1

Participants

5

Reactant 4

HCID 79372,6-LutidineHCID 660233-Phenylprop-2-enoyl chlorideHCID 965953,5-DifluoroanilineHCID 874919(2E)-N-(3-bromophenyl)-3-phenylprop-2-enamide

Product 1

HCID 17271861HCID 17271861, compound

Procedure

The compound was prepared from 3,5-difluoroaniline (5 g, 38.7 mmol) and cinnamoylchloride (6.45 g, 38.7 mmol) in the presence of 2,6-lutidine (6.8 mL, 58 mmol) as described for Intermediate 18 to give a colorless solid, 8.1 g (81%).

Workup

  1. customto give a colorless solid, 8.1 g (81%)

Sources & evidence

ORD record
ord-2524c3eaf1254dd8b0d198bcabe85b1b
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

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