Dichloromethane → HCID 59749456, compound

HRID 747189Notes

Reaction equation

HRID 747189 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][CH:11](NC)[O:10][N:9]=2)=[CH:4][C:3]=1[F:15].[CH2:16]([N:18]([CH2:21]C)CC)[CH3:17].ClCCl.C(Cl)(=[O:28])C>C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:12][CH:11]([CH2:21][NH:18][C:16](=[O:28])[CH3:17])[O:10][N:9]=2)=[CH:4][C:3]=1[F:15]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 17954488HCID 17954488, compound

Product 1

HCID 59749456HCID 59749456, compoundYield 46.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

[3-(4-Bromo-3-fluoro-phenyl)-4,5-dihydro-isoxazol-5-yl]-methylamine (9 g, 33.8 mmol) and triethylamine (7 ml, 50.8 mmol) were added to anhydrous dichloromethane (100 ml) and cooled to 0° C. Acetyl chloride (2.8 ml, 40.6 mmol) was then added dropwise and the reaction was stirred for 3 hours followed by addition of ethyl acetate (200 ml). The precipitate was collected and washed with water (2×50 ml) to give the desired product (5 g).

Workup

  1. customThe precipitate was collected
  2. washwashed with water (2×50 ml)

Sources & evidence

ORD record
ord-23152e4648b14972a89775dec5d4aef6
Source dataset
uspto-grants-2008_07
Patent number
US07396847B2

Reaction notes

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