Hydrazine → HCID 10568956, compound

HRID 2292757Notes

Reaction equation

C[O:2][C:3](=O)[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=2)[N:7]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:6]=1[CH2:23][CH3:24].[NH2:26][NH2:27]>>[CH2:23]([C:6]1[N:7]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:8]2[C:13]([C:5]=1[CH2:4][C:3]([NH:26][NH2:27])=[O:2])=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[CH3:24]

Participants

Reactant 2

HCID 9321Hydrazine

HCID 10497168Methyl 2-ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetate

Product 1

HCID 10568956HCID 10568956, compoundYield 74%

Procedure

Using the method described in Example 3, Part C, 748 mg (2.2 mmol) of 2-ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetic acid methyl ester was reacted with 2.2 mL of hydrazine to give 552 mg (74% yield) of 2-ethyl-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide, that crystallized out of the reaction mixture on cooling (melting point, 138°-140° C.).

Sources & evidence

ORD record: ord-8234cf42fe7b40a0a2454d7c5d3dea4e
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05684034

Reaction notes

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