Ammonia methanol → HCID 89500498, compound

HRID 925457Notes

Reaction equation

HRID 925457 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:17])=[C:6]([C:8]2([CH2:15][F:16])[NH:13][C:12](=S)[CH2:11][O:10][CH2:9]2)[CH:7]=1.[NH3:18].CO>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:17])=[C:6]([C:8]2([CH2:15][F:16])[CH2:9][O:10][CH2:11][C:12]([NH2:18])=[N:13]2)[CH:7]=1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 89500649HCID 89500649, compound

Product 1

HCID 89500498HCID 89500498, compound

Procedure

A solution of 6.14 g (18.05 mmol) 5-(5-bromo-2-fluoro-phenyl)-5-fluoromethyl-morpholine-3-thione in 77 ml 7M NH3/MeOH was stirred at rt for 15 h. The mixture was evaporated and purified chromatographed on silica gel (DCM/1-5% MeOH followed by DCM/MeOH/aqueous NH3 95:4.5:0.5) to give the desired product as yellowish resin.

Workup

  1. customThe mixture was evaporated
  2. custompurified
  3. customchromatographed on silica gel (DCM/1-5% MeOH followed by DCM/MeOH/aqueous NH3 95:4.5:0.5)

Sources & evidence

ORD record
ord-3b9522fd3f8b40b784833d2b68eea4a8
Source dataset
uspto-grants-2016_03
Patent number
US09284284B2

Reaction notes

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