Pyridine → HCID 10135678, compound

HRID 719200Notes

Reaction equation

HRID 719200 reaction equation
[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:21]2[C:12](=[N:13][C:14]3[C:19]([N:20]=2)=[C:18]2[CH:22]=[CH:23][CH:24]=[C:25]([NH2:26])[C:17]2=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=1)=[O:7].N1C=CC=CC=1.[C:34](Cl)(=[O:36])[CH3:35]>O1CCCC1>[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:21]2[C:12](=[N:13][C:14]3[C:19]([N:20]=2)=[C:18]2[CH:22]=[CH:23][CH:24]=[C:25]([NH:26][C:34](=[O:36])[CH3:35])[C:17]2=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=1)=[O:7]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 10109109HCID 10109109, compound

Product 1

HCID 10135678HCID 10135678, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-amino-benzo[a]phenazine-11-carboxylic acid (2-dimethylamino-ethyl)-amide (20 mg) in tetrahydrofuran (5 mL) was added pyridine (0.1 mL) and acetyl chloride (20 μL). After stirring for 1 hour the reaction mixture was extracted into ethyl acetate, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo The residue was triturated with ether to yield the title compound as a yellow solid (10 mg).

Workup

  1. extractionwas extracted into ethyl acetate
  2. washwashed with sodium bicarbonate solution
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo The residue
  5. customwas triturated with ether

Sources & evidence

ORD record
ord-eb3b4ce0aa524a6dab356e0deec08147
Source dataset
uspto-grants-2006_11
Patent number
US07132419B2

Reaction notes

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