Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1) → 3-[5-chloro-2-(4-chlorophenyl)-1H-indol-3-yl]propanoic Acid

HRID 1058948Notes

Reaction equation

HRID 1058948 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1.Cl.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24]N)=[CH:20][CH:19]=1>>[Cl:17][C:18]1[CH:19]=[C:20]2[C:21](=[CH:22][CH:23]=1)[NH:24][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)=[C:9]2[CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

3

Reactant 2

HCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 27337165-(4-Chlorophenyl)-5-oxopentanoic acid

Product 1

HCID 97977463-[5-chloro-2-(4-chlorophenyl)-1H-indol-3-yl]propanoic Acid

Procedure

Prepared from 4-chloro-δ-oxobenzenepentanoic acid and (4-chlorophenyl)hydrazine hydrochloride according to the method of Description 7. 1H NMR (250 MHz, DMSO-d6) δ2.55-2.61 (2H, m), 3.07-3.13 (2H, m), 7.16 (2H, d, J 12.6 Hz), 7.41 (2H, d, J 12.6 Hz), 7.62-7.71 (3H, m), 11.52 (1H, br s), and 12.19 (1H, br s). m/z (ES+) 331, 333 (M+1).

Sources & evidence

ORD record
ord-8cfadb137cd241d5916a5cbb8f346d6c
Source dataset
uspto-grants-2003_02
Patent number
US06518273B1

Reaction notes

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