Sodium Chloride → HCID 13424159, compound

HRID 1981323Notes

Reaction equation

HRID 1981323 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[NH2:6][C:7]1[C:8]([C:13]([C:15]2[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=2[F:22])=[O:14])=[N:9][O:10][C:11]=1[CH3:12].C(=O)([O-])[O-].[Na+].[Na+].[Cl-].[Na+]>ClCCl>[F:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]([F:21])[C:15]=1[C:13]([C:8]1[C:7]([NH:6][C:3](=[O:4])[CH2:2][Br:1])=[C:11]([CH3:12])[O:10][N:9]=1)=[O:14]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 10340Sodium CarbonateHCID 61147Bromoacetyl bromideHCID 13424154HCID 13424154, compound

Product 1

HCID 13424159HCID 13424159, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Bromoacetyl bromide (44 g, 222 mmoles) was added slowly to a mixture of (4-amino-5-methylisoxazol-3-yl)-2,6-difluorophenylmethanone of Example XIIIc (48 g, 202 mmoles) in dichloromethane (400 ml) with 2N sodium carbonate (125 ml) and saturated sodium chloride, dried (sodium sulfate) and evaporated to give 72 g of an oil. The residue (3.0 g) was flash chromatographed (25% ethyl acetate:hexane) to yield 2.3 g (77%) of a solid, melting point 76°-80° C.

Workup

  1. dry with materialdried (sodium sulfate)
  2. customevaporated

Sources & evidence

ORD record
ord-2655d7456a5843afb1bf53c86f049cd5
Source dataset
uspto-grants-1985_04
Patent number
US04514410

Reaction notes

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