Cesium carbonate → HCID 66653446, compound

HRID 409559Notes

Reaction equation

HRID 409559 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:7](I)[CH2:8][CH3:9].[Br:11][C:12]1[N:13]=[C:14]([C:21]([C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[NH:29][C:28](=[O:33])[N:27]([CH2:34][CH2:35][O:36][C:37]2[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=2)[C:26]3=[O:44])=[O:22])[N:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=12>CN(C=O)C>[Br:11][C:12]1[N:13]=[C:14]([C:21]([C:23]2[CH:24]=[C:25]3[C:30](=[CH:31][CH:32]=2)[N:29]([CH2:7][CH2:8][CH3:9])[C:28](=[O:33])[N:27]([CH2:34][CH2:35][O:36][C:37]2[CH:38]=[CH:39][C:40]([F:43])=[CH:41][CH:42]=2)[C:26]3=[O:44])=[O:22])[N:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=12

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 336431-IodopropaneHCID 66653620HCID 66653620, compound

Product 1

HCID 66653446HCID 66653446, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.22 g (22.16 mmol) of caesium carbonate and 5.65 g (33.24 mmol) of propyl iodide are added, under an inert atmosphere, to 5.6 g (11.08 mmol) of 6-[(1-bromoimidazo[1,5-a]pyridin-3-yl)carbonyl]-3-[2-(4-fluorophenoxy)ethyl]quinazoline-2,4(1H,3H)-dione in 300 ml of DMF. The reaction medium is stirred for 12 hours at ambient temperature under a nitrogen atmosphere and then concentrated under reduced pressure. The residue obtained is washed with 700 ml of water and then dried under reduced pressure at 40° C. overnight. 5.74 g of a yellow solid are obtained.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue obtained
  3. washis washed with 700 ml of water
  4. customdried under reduced pressure at 40° C. overnight

Sources & evidence

ORD record
ord-dcf67e4073b242a8b9cdf47ed6216ddd
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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