Acetic Anhydride → HCID 73053683, compound

HRID 870457Notes

Reaction equation

HRID 870457 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([C:18]3[C:19](=[O:31])[N:20]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[N:21]([CH3:24])[C:22]=3[CH3:23])=[O:17])=[CH:11][C:10]=2[Cl:32])[CH:5]=[CH:4][N:3]=1.CCN(CC)CC.[O:40](C(C)=O)[C:41]([CH3:43])=O>>[C:41]([NH:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([C:18]3[C:19](=[O:31])[N:20]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:21]([CH3:24])[C:22]=3[CH3:23])=[O:17])=[CH:11][C:10]=2[Cl:32])[CH:5]=[CH:4][N:3]=1)(=[O:40])[CH3:43]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 73053630HCID 73053630, compound

Product 1

HCID 73053683HCID 73053683, compoundYield 49%

Procedure

To a solution of N-(4-((2-aminopyridin-4-yl)oxy)-3-chlorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (120 mg, 0.27 mmol) in (Ac)2O (5 mL) was added Et3N (0.4 mL, 1.12 mmol). The reaction mixture was stirred at rt for 8 hours and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1) to give the title compound as a white solid (65 mg, 49%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1)

Sources & evidence

ORD record
ord-aa30cb7f8f054534b6234a5a33efe847
Source dataset
uspto-grants-2015_03
Patent number
US08969388B1

Reaction notes

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