HCID 86632366, compound → HCID 86632367, compound

HRID 2428147Notes

Reaction equation

HRID 2428147 reaction equation
[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([CH2:21][OH:22])[CH:15]=1)[CH2:8][CH:9]([F:11])[F:10])([CH3:4])([CH3:3])[CH3:2]>CC#N.O=[Mn]=O>[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([CH:21]=[O:22])[CH:15]=1)[CH2:8][CH:9]([F:11])[F:10])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 86632366HCID 86632366, compound

Product 1

HCID 86632367HCID 86632367, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6342AcetonitrileSolvent

Procedure

MnO2 (6.35 g, 65.7 mmol) was added to a sol. of [2-(4-chloro-3-hydroxymethyl-phenyl)-ethyl]-(2,2-difluoro-ethyl)-carbamic acid tert-butyl ester (4.60 g, 13.2 mmol) in CH3CN (133 mL). The mixture was stirred at rt for 4 h. The mixture was filtered over celite, and the precipitate was washed with CH3CN and CH2Cl2. The filtrate was evaporated under reduced pressure to yield to crude title compound (4.30 g, 94%) that was used further without purification. LC-MS: tR=1.06 min.

Workup

  1. filtrationThe mixture was filtered over celite
  2. washthe precipitate was washed with CH3CN and CH2Cl2
  3. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-872bed40de9945f7be3d42ae4c48c107
Source dataset
uspto-grants-2011_06
Patent number
US07968720B2

Reaction notes

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