Hydrazine → Methanol

HRID 1901788Notes

Reaction equation

HRID 1901788 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=1)[C:7]([CH3:23])=[C:6]2[CH2:24][C:25]([NH:27][NH2:28])=[O:26].[CH2:29]([O:31]C(=O)CC1C2C(=CC=C(OC)C=2)N(CC2C=CC3C(=CC=CC=3)N=2)C=1C)C.NN>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=1)[C:7]([CH3:23])=[C:6]2[CH2:24][C:25]([NH:27][NH2:28])=[O:26].[CH3:29][OH:31]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 54315110HCID 54315110, compoundHCID 70336458HCID 70336458, compound

Product 2

HCID 887MethanolYield 55%HCID 70336458HCID 70336458, compound

Procedure

5-Methoxy-2-methyl-1-[(2-quinolyl)methyl]-1H-indole-3-acetic acid hydrazide. Using the method described in Example 1, Part G, 446 mg (1.15 mmol) of 5-methoxy-2-methyl-1-[(2-quinolyl)methyl]-1H-indole-3-acetic acid ethyl ester was reacted with 1.0 mL of hydrazine to give on crystallization from MeOH 238 mg (55% yield) of 5-methoxy-2-methyl-1-[(2-quinolyl)methyl]-1H-indole-3-acetic acid hydrazide, mp, 173°-175° C.

Sources & evidence

ORD record
ord-8e5259de090b40489fb2a80d9cfebcb8
Source dataset
uspto-grants-1996_11
Patent number
US05578634

Reaction notes

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