Methyl iodide → HCID 86683459, compound

HRID 409557Notes

Reaction equation

HRID 409557 reaction equation
[CH3:1]I.[H-].[Na+].[Br:5][C:6]1[N:7]=[C:8]([C:15]([C:17]2[CH:18]=[CH:19][C:20]3[NH:25][C:24](=[O:26])[O:23][C:22](=[O:27])[C:21]=3[CH:28]=2)=[O:16])[N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12>CN(C=O)C>[Br:5][C:6]1[N:7]=[C:8]([C:15]([C:17]2[CH:18]=[CH:19][C:20]3[N:25]([CH3:1])[C:24](=[O:26])[O:23][C:22](=[O:27])[C:21]=3[CH:28]=2)=[O:16])[N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 86683458HCID 86683458, compound

Product 1

HCID 86683459HCID 86683459, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

808 mg (5.7 mmol) of methyl iodide and 164 mg (3.42 mmol) of 50% sodium hydride are added, at ambient temperature under an inert atmosphere, to 1.1 g (2.85 mmol) of 6-[(1-bromoimidazo[1,5-a]pyridin-3-yl)carbonyl]-2H-3,1-benzoxazine-2,4(1H)-dione in 20 ml of DMF. After stirring for 3 hours, the reaction medium is poured into 200 ml of ice-cold water. The precipitate is filtered off, rinsed with water, and then dried under reduced pressure for 18 hours at 40° C. 1.13 g of a yellow solid are obtained.

Workup

  1. filtrationThe precipitate is filtered off
  2. washrinsed with water
  3. customdried under reduced pressure for 18 hours at 40° C

Sources & evidence

ORD record
ord-b384bc794db142b29517a1b01015a1b6
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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