Water → HCID 66812587, compound

HRID 389304Notes

Reaction equation

HRID 389304 reaction equation
[CH2:1]([C:3]1[C:7]([CH2:8][C:9]2[CH:17]=[C:16]([CH3:18])[C:15]([O:19][CH3:20])=[C:14]3[C:10]=2[CH2:11][CH2:12][CH2:13]3)=[C:6]([CH2:21][CH3:22])[N:5]([CH2:23][C:24]([NH:26][NH2:27])=[O:25])[N:4]=1)[CH3:2].[C:28](C1NC=CN=1)(C1NC=CN=1)=[O:29].O>O1CCOCC1>[CH2:1]([C:3]1[C:7]([CH2:8][C:9]2[CH:17]=[C:16]([CH3:18])[C:15]([O:19][CH3:20])=[C:14]3[C:10]=2[CH2:11][CH2:12][CH2:13]3)=[C:6]([CH2:21][CH3:22])[N:5]([CH2:23][C:24]2[O:25][C:28](=[O:29])[NH:27][N:26]=2)[N:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 25127837HCID 25127837, compound

Product 1

HCID 66812587HCID 66812587, compoundYield 56.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
92.5 °C

Procedure

To a stirred solution of [3,5-Diethyl-4-(7-methoxy-6-methyl-indan-4-ylmethyl)-pyrazol-1-yl]-acetic acid hydrazide (1.5 gm, 0.0041 mole) in 1,4-Dioxane (70 ml), Carbonyl-diimidazole (2.0 gm, 0.0121 mole) was added at 20-30° C. The reaction mixture was stirred for 8 hours at 90-95° C. The reaction mixture was cooled and poured into water (200 ml), stirred for 2 hours and then separated solid was filtered. Further the solid was stirred in Diethyl ether (25 ml) and filtered, dried to give 900 mg of desired product as a solid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. stirringstirred for 2 hours
  3. customseparated solid
  4. filtrationwas filtered
  5. stirringFurther the solid was stirred in Diethyl ether (25 ml)
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-a5faeed70bb342b586e603d4f90eaec3
Source dataset
uspto-grants-2013_02
Patent number
US08378118B2

Reaction notes

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