1H-Indazol-5-amine → HCID 57755881, compound

HRID 227690Notes

Reaction equation

HRID 227690 reaction equation
[C:1]([CH2:6][C:7]([O:9]C)=O)(=[O:5])[CH:2]([CH3:4])[CH3:3].[NH2:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][N:16]=[CH:15]2>>[NH:17]1[C:18]2[C:14](=[CH:13][C:12]([NH:11][C:7](=[O:9])[CH2:6][C:1](=[O:5])[CH:2]([CH3:3])[CH3:4])=[CH:20][CH:19]=2)[CH:15]=[N:16]1

Participants

3

Reactant 2

HCID 880121H-Indazol-5-amineHCID 2759969Methyl 4-methyl-3-oxopentanoate

Product 1

HCID 57755881HCID 57755881, compound

Conditions

Temperature
180 °C

Procedure

Methyl isobutyrylacetate (3 mL) was mixed with 5-aminoindazole (0.50 g) and heated In a SmithSynthesizer to 180° C. for 300 seconds. The crude mixture was then purified by silica gel chromatography to yield the title compound as a purple solid. 1H NMR (keto- tautomer) (400 MHz, DMSO-D6) δ ppm 12.98 (s, 1H), 10.06 (s, 1H), 8.11 (s, 1H), 8.02 (s, 1H), 7.48 (d, 1H), 7.38 (d, 1H), 3.62 (s, 2H), 2.78 (sept, 1H), 1.06 (d, 6H). MS m/z 246 (M+1)+.

Workup

  1. customThe crude mixture was then purified by silica gel chromatography

Sources & evidence

ORD record
ord-4994b890a6574dd99ac398384d6cf8cc
Source dataset
uspto-grants-2009_07
Patent number
US07560467B2

Reaction notes

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