HCID 86638321, compound → HCID 24857885, compound

HRID 448801Notes

Reaction equation

HRID 448801 reaction equation
[Br:1][C:2]1[C:3]([C:14]([P:17](=[O:24])([O:21]CC)[O:18]CC)([F:16])[F:15])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([C:12]#[N:13])[CH:6]=2>ClCCl.C[Si](Br)(C)C>[Br:1][C:2]1[C:3]([C:14]([P:17](=[O:18])([OH:24])[OH:21])([F:15])[F:16])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([C:12]#[N:13])[CH:6]=2

Participants

4

Reactant 1

HCID 86638321HCID 86638321, compound

Product 1

HCID 24857885HCID 24857885, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 76113BromotrimethylsilaneSolvent

Procedure

A solution of diethyl [(3-bromo-7-cyano-2-naphthyl)(difluoro)methyl]phosphonate (2.2 g) in dichloromethane (5 mL) and TMSBr (7 mL) was stirred overnight and concentrated. The residue was co-evaporated with dichloromethane (2×), ethanol/water (2×) and then dissolved in 20 mL of methanol. Ammonia (30%) was then added with vigorous stirring and the mixture was concentrated and co-evaporated with methanol (3×). The solid residue was washed with ether to give the desired product as a white powder. MS (−ESI): m/z 360.0 and 361.9 (M−1).

Workup

  1. concentrationconcentrated
  2. dissolutiondissolved in 20 mL of methanol
  3. additionAmmonia (30%) was then added
  4. concentrationthe mixture was concentrated and co-evaporated with methanol (3×)
  5. washThe solid residue was washed with ether

Sources & evidence

ORD record
ord-c5802885f5d94562b66f74c94bc6f2fd
Source dataset
uspto-grants-2013_07
Patent number
US08481742B2

Reaction notes

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