Pyridine → HCID 86758814, compound

HRID 1635996Notes

Reaction equation

HRID 1635996 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[C:5]([NH:7][C:8]1[CH:9]=[N:10][C:11]([O:14][C:15]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:16]=2[CH2:17][CH2:18][C:19]3=[N:24][OH:25])=[CH:12][CH:13]=1)=[O:6].N1C=CC=CC=1.[C:36](OC(=O)C)(=[O:38])[CH3:37]>O1CCCC1>[C:36]([O:25][N:24]=[C:19]1[C:20]2[C:16](=[C:15]([O:14][C:11]3[N:10]=[CH:9][C:8]([NH:7][C:5](=[O:6])[C:4]4[CH:26]=[CH:27][C:28]([Cl:29])=[C:2]([Cl:1])[CH:3]=4)=[CH:13][CH:12]=3)[CH:23]=[CH:22][CH:21]=2)[CH2:17][CH2:18]1)(=[O:38])[CH3:37]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 73455879HCID 73455879, compound

Product 1

HCID 86758814HCID 86758814, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

650 mg of N1-{6-[(1-hydroxyimino-2,3-dihydro-1H-inden-4-yl)oxy]-3-pyridinyl}benzamide obtained in Example 47 was dissolved in 10 ml of tetrahydrofuran. To the resulting reaction solution, 1.2 ml of pyridine and 0.7 ml of acetic anhydride were added and the mixture was stirred at room temperature. After 17 hours, the reaction solution was distilled off under reduced pressure and 15 ml of ethyl acetate and 15 ml of water were added to the resulting residue. Then, the deposited powder was isolated by filtration and washed in turn with water and ethyl acetate to obtain the titled compound (310 mg).

Workup

  1. additionwere added
  2. distillationthe reaction solution was distilled off under reduced pressure and 15 ml of ethyl acetate and 15 ml of water
  3. additionwere added to the resulting residue
  4. customThen, the deposited powder was isolated by filtration
  5. washwashed in turn with water and ethyl acetate

Sources & evidence

ORD record
ord-04e68522133d4f00b65b0a62f4c5b02e
Source dataset
uspto-grants-2003_01
Patent number
US06511995B1

Reaction notes

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