Allyl bromide → HCID 86683452, compound

HRID 535465Notes

Reaction equation

HRID 535465 reaction equation
[CH2:1](Br)[CH:2]=[CH2:3].[H-].[Na+].[CH3:7][O:8][C:9]1[C:10]([CH3:32])=[C:11]([C:18]([C:20]2[CH:21]=[CH:22][C:23]3[NH:28][C:27](=[O:29])[O:26][C:25](=[O:30])[C:24]=3[CH:31]=2)=[O:19])[N:12]2[C:17]=1[CH:16]=[CH:15][CH:14]=[CH:13]2>CN(C=O)C>[CH3:7][O:8][C:9]1[C:10]([CH3:32])=[C:11]([C:18]([C:20]2[CH:21]=[CH:22][C:23]3[N:28]([CH2:3][CH:2]=[CH2:1])[C:27](=[O:29])[O:26][C:25](=[O:30])[C:24]=3[CH:31]=2)=[O:19])[N:12]2[C:17]=1[CH:16]=[CH:15][CH:14]=[CH:13]2

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 86683453HCID 86683453, compound

Product 1

HCID 86683452HCID 86683452, compoundYield 69.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.5 ml (5.71 mmol) of allyl bromide and 0.19 g (4.28 mmol) of sodium hydride at 60% are added, under an inert atmosphere at ambient temperature, to 1 g (2.85 mmol) of 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-2H-3,1-benzoxazine-2,4(1H)-dione in 15 ml of DMF. The reaction medium is stirred for 2 hours at ambient temperature and then concentrated under reduced pressure. After the addition of ice to the residue, the precipitate formed is filtered off, rinsed with water, and dried under reduced pressure at 50° C. overnight. 0.773 g of a yellow solid is obtained.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionAfter the addition of ice to the residue
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. washrinsed with water
  6. customdried under reduced pressure at 50° C. overnight

Sources & evidence

ORD record
ord-96d279af523a4a4d80b2648599824d4c
Source dataset
uspto-grants-2014_10
Patent number
US08859544B2

Reaction notes

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