4-Fluorophenylhydrazine hydrochloride → 5-Fluoro-2-phenyl-1H-indole-3-propanoic acid

HRID 1058947Notes

Reaction equation

HRID 1058947 reaction equation
O=[C:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7].Cl.[F:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23]N)=[CH:19][CH:18]=1>>[F:16][C:17]1[CH:18]=[C:19]2[C:20](=[CH:21][CH:22]=1)[NH:23][C:2]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[C:3]2[CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

3

Reactant 2

HCID 699814-Fluorophenylhydrazine hydrochlorideHCID 73914delta-Oxobenzenepentanoic acid

Product 1

HCID 162276475-Fluoro-2-phenyl-1H-indole-3-propanoic acid

Procedure

Prepared from δ-oxobenzenepentanoic acid and (4-fluorophenyl)hydrazine hydrochloride according to the method of Description 7. 1H NMR (360 MHz, CDCl3) (Contains 40% δ-oxobenzenepentanoic acid) δ8.04 (1H, s), 7.56-7.39 (5H, m), 7.30-7.25 (2H, m), 6.98-6.93 (1H, m), 3.23-3.18 (2H, m), and 2.71-2.67 (2H, m).

Sources & evidence

ORD record
ord-87b4665dd970454db2af4a03f9f05036
Source dataset
uspto-grants-2003_02
Patent number
US06518273B1

Reaction notes

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