Diazomethane → HCID 10590022, compound

HRID 326598Notes

Reaction equation

HRID 326598 reaction equation
[N+](=[CH2:3])=[N-].[C:4]([C:7]1[CH:8]=[CH:9][C:10]2[O:15][C:14]([CH3:17])([CH3:16])[N:13]=[C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[C:11]=2[CH:24]=1)([OH:6])=[O:5]>C(OCC)C.O1CCCC1>[CH3:3][O:5][C:4]([C:7]1[CH:8]=[CH:9][C:10]2[O:15][C:14]([CH3:17])([CH3:16])[N:13]=[C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[C:11]=2[CH:24]=1)=[O:6]

Participants

5

Reactant 2

HCID 9550DiazomethaneHCID 19735117HCID 19735117, compound

Product 1

HCID 10590022HCID 10590022, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of diazomethane in diethyl ether was added to a solution of Compound 113 (0.70 g) in tetrahydrofuran (5 ml) at room temperature until the starting material disappeared. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 6-methoxycarbonyl-2,2-dimethyl-4-(2-pyridyl)-2H-1,3-benzoxazine (0.49 g) (Compound 6).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-10f88053019c4ec7ba2498964adee0f9
Source dataset
uspto-grants-1993_12
Patent number
US05270308

Reaction notes

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