(E)-2-(6-fluoro-1-indanylidene)acetamide → (E)-2-(5-fluoro-1-indanylidene)acetamide

HRID 1954881Notes

Reaction equation

HRID 1954881 reaction equation
F[C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7]/[C:8]/2=[CH:11]\[C:12]([NH2:14])=[O:13])=[CH:4][CH:3]=1.[F:15]C1C=C2C(CC/C/2=C\C(Cl)=O)=CC=1>>[F:15][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:2]=1)/[C:8](=[CH:11]/[C:12]([NH2:14])=[O:13])/[CH2:7][CH2:6]2

Participants

3

Reactant 2

HCID 9837001(E)-2-(6-fluoro-1-indanylidene)acetamideHCID 15491026(E)-2-(6-fluoro-1-indanylidene)acetyl chloride

Product 1

HCID 10954366(E)-2-(5-fluoro-1-indanylidene)acetamideYield 44%

Procedure

This compound was prepared in a similar manner to that described for (E)-2-(6-fluoro-1-indanylidene)acetamide Example 1k by substituting (E)-2-(5-fluoro-1-indanylidene)acetyl chloride (3.16 g, 0.015 mol) for (E)-2-(6-fluoro-1-indanylidene)acetyl chloride. Recrystallization from acetonitrile:water mixtures gave 1.28 g (44%) of (E)-2-(5-fluoro-1-indanylidene)acetamide as a white solid; m.p., 191-193° C.

Workup

  1. customThis compound was prepared in a similar manner to that
  2. customRecrystallization from acetonitrile

Sources & evidence

ORD record
ord-6cc132322e324f6b98f635415a3acc2b
Source dataset
uspto-grants-2000_09
Patent number
US06124284

Reaction notes

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