Methanesulfonyl chloride → HCID 20196485, compound

HRID 652742Notes

Reaction equation

HRID 652742 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:22])=[CH:7][N:8]3[C:15](=[O:16])[C:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][N:12]=[C:9]32)=[CH:4][CH:3]=1.[S:23](Cl)([CH3:26])(=[O:25])=[O:24]>N1C=CC=CC=1>[S:23]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:22])=[CH:7][N:8]3[C:15](=[O:16])[C:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:13][N:12]=[C:9]32)=[CH:4][CH:3]=1)([CH3:26])(=[O:25])=[O:24]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 13606798HCID 13606798, compound

Product 1

HCID 20196485HCID 20196485, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution oe ethyl 10-amino-7-methyl-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (800 mg) in pyridine (60 ml) was added mesyl chloride (0.28 ml) at ice bath temperature. The reaction mixture was allowed to stir overnight at room temperature and then concentrated in vacuo. The residue was collected, washed successively with 0.1N hydrochloric acid and water and recrystallized from N,N-dimethylformamide to give ethyl 10-mesylamino-7-methyl-4-oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (0.76 g).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was collected
  3. washwashed successively with 0.1N hydrochloric acid and water
  4. customrecrystallized from N,N-dimethylformamide

Sources & evidence

ORD record
ord-d194fd0019044c73ae6e547bd308753d
Source dataset
uspto-grants-1987_06
Patent number
US04673676

Reaction notes

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