Hydrazine → Methanol

HRID 1901786Notes

Reaction equation

HRID 1901786 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:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[C:7]([CH3:19])=[C:6]2[CH2:20][C:21]([NH:23][NH2:24])=[O:22].[CH2:25]([O:27]C(=O)CC1C2C(=CC=C(OC)C=2)N(CC2C=NC=CC=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:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[C:7]([CH3:19])=[C:6]2[CH2:20][C:21]([NH:23][NH2:24])=[O:22].[CH3:25][OH:27]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 15837964HCID 15837964, compoundHCID 54443108HCID 54443108, compound

Product 2

HCID 887MethanolYield 17%HCID 15837964HCID 15837964, compound

Procedure

5-Methoxy-2-methyl-1-[(3-pyridyl)methyl]-1H-indole-3-acetic acid hydrazide. Using the method described in Example 1, Part G, 340 mg (1.0 mmol) of 5-methoxy-2-methyl-1-[(3-pyridyl)methyl]-1H-indole-3-acetic acid ethyl ester was reacted with 1.0 mL of hydrazine to give on crystallization from MeOH 54 mg (17% yield) of 5-methoxy-2-methyl-1-[(3-pyridyl)methyl]-1H-indole-3-acetic acid hydrazide, mp 153°-154.5° C.

Sources & evidence

ORD record
ord-d7d577eed6624607beb7a189ebfb319b
Source dataset
uspto-grants-1996_11
Patent number
US05578634

Reaction notes

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