Benzyl Alcohol → HCID 22662806, compound

HRID 392358Notes

Reaction equation

HRID 392358 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.F[C:17]1[C:18]([C:24]#[N:25])=[N:19][C:20]([F:23])=[CH:21][N:22]=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:17]1[C:18]([C:24]#[N:25])=[N:19][C:20]([F:23])=[CH:21][N:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 226628293,6-Difluoropyrazine-2-carbonitrile

Product 1

HCID 22662806HCID 22662806, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

In 5 ml of toluene was dissolved 0.5 g f 3,6-difluoro-2-pyrazinecarbonitrile. After adding 0.41 mL of benzyl alcohol and 0.74 mL of triethylamine successively, the mixture thus obtained was stirred at 80° C. for one hour. The reaction mixture was cooled to room temperature and then purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=10:1] to obtain 0.58 g of 3-(benzyloxy)-6-fluoro-2-pyrazinecarbonitrile as a white-colored solid product.

Workup

  1. customthe mixture thus obtained
  2. temperatureThe reaction mixture was cooled to room temperature
  3. custompurified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=10:1]

Sources & evidence

ORD record
ord-ae458736c47741eb9351035505d3c088
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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