Water → HCID 178470754, compound

HRID 968214Notes

Reaction equation

HRID 968214 reaction equation
[H-].[Na+].[OH:3][C:4]1[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:8]([OH:16])[N:7]=[C:6]([SH:17])[N:5]=1.[F:18][C:19]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21]Br.O>CN(C=O)C>[F:18][C:19]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21][S:17][C:6]1[N:7]=[C:8]([OH:16])[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:4]([OH:3])[N:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 5179841-(Bromomethyl)-2,3-difluoro-benzeneHCID 178470755HCID 178470755, compound

Product 1

HCID 178470754HCID 178470754, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a suspension of 60% sodium hydride in oil (1.37 g) in dry DMF (10 ml) was added a solution of the product from example 1, step (a) (7.9 g) in dry DMF (30 ml). After the addition the mixture was stirred at room temperature for 1 hour. To the solution was added 2,3-difluorobenzylbromide (4.45 ml) and the mixture allowed to stir overnight. The mixture was poured into water (200 ml) and the product collected by filtration to give the subtitle compound (8.1 g).

Workup

  1. additionAfter the addition the mixture
  2. stirringto stir overnight
  3. filtrationthe product collected by filtration

Sources & evidence

ORD record
ord-5ba27ab81ac444d7a98ecc3d785555ee
Source dataset
uspto-grants-2005_10
Patent number
US06958344B2

Reaction notes

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