Ethyl 3-cyclopropyl-3-oxopropanoate → HCID 178524558, compound

HRID 878481Notes

Reaction equation

HRID 878481 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[CH:5][N:4]=1)[NH2:2].[CH:12]1([C:15](=O)[CH2:16][C:17](OCC)=[O:18])[CH2:14][CH2:13]1>>[CH:12]1([C:15]2[CH:16]=[C:17]([OH:18])[N:1]([C:3]3[CH:8]=[C:7]([CH:6]=[CH:5][N:4]=3)[C:9]([OH:11])=[O:10])[N:2]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 262979Ethyl 3-cyclopropyl-3-oxopropanoateHCID 269672462-Hydrazinylpyridine-4-carboxylic acid

Product 1

HCID 178524558HCID 178524558, compoundYield 24%

Procedure

The title compound was prepared in 24% yield from 2-hydrazinylpyridine-4-carboxylic acid and ethyl 3-cyclopropyl-3-oxopropanoate according to the procedure for the preparation of Example 1. 1H NMR (400 MHz, CD3OD): δ 0.83-0.88 (2H, m), 1.05-1.09 (2H, m), 1.88-1.91 (1H, m), 4.86 (1H, s), 7.70 (1H, dd, J=5.2, 1.2 Hz), 8.54 (1H, d, J=5.2 Hz), 8.75 (1H, s). [M+H] Calc'd for C12H11N3O3, 246; Found, 246.

Sources & evidence

ORD record
ord-8a01e586607246349465f37eca2ae956
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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