Pyridine → HCID 58247406, compound

HRID 2359641Notes

Reaction equation

HRID 2359641 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][NH:14][C:15]1[C:16]([O:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=2)=[N:17][C:18]([C:21]2[CH:22]=[N:23][CH:24]=[N:25][CH:26]=2)=[N:19][CH:20]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:36](Cl)(=[O:38])[CH3:37].N1C=CC=CC=1>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][N:14]([C:36](=[O:38])[CH3:37])[C:15]1[C:16]([O:27][C:28]2[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=2)=[N:17][C:18]([C:21]2[CH:26]=[N:25][CH:24]=[N:23][CH:22]=2)=[N:19][CH:20]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 58247433HCID 58247433, compound

Product 1

HCID 58247406HCID 58247406, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of Compound 8b (89 mg; 0.19 mmol) in CH2Cl2 (7 mL) was added acetyl chloride (0.1 mL) and pyridine (0.1 mL) at ambient temperature. The mixture was stirred at room temperature for 3 h. Diluted the resulted mixture with CH2Cl2. The organic phase was washed sequentially with H2O and brine, and then dried over Na2SO4. The mixture was filtered and the filtrate was evaporated under reduced pressure to afford Compound 9a. The crude product was used in the next reaction without further purification. MS: m/z 521.3 (M+H)+.

Workup

  1. washThe organic phase was washed sequentially with H2O and brine
  2. dry with materialdried over Na2SO4
  3. filtrationThe mixture was filtered
  4. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2e5cc4f7762d434381acbe0b32cd8638
Source dataset
uspto-grants-2014_04
Patent number
US08685990B2

Reaction notes

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