Sodium Cyanide → HCID 58878066, compound

HRID 2053082Notes

Reaction equation

HRID 2053082 reaction equation
CS([C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][OH:14])[CH:8]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[N:6]=1)(=O)=O.[C-:25]#[N:26].[Na+]>CS(C)=O.C(OCC)(=O)C>[OH:14][CH2:13][CH2:12][NH:11][C:9]1[CH:8]=[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[N:6]=[C:5]([C:25]#[N:26])[N:10]=1

Participants

5

Reactant 2

HCID 8929Sodium CyanideHCID 58878046HCID 58878046, compound

Product 1

HCID 58878066HCID 58878066, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirring solution of 2-[2-methanesulfonyl-6-(3-trifluoromethyl-phenyl)-pyrimidin-4-yl-amino]-ethanol (493 mg) in dimethyl sulfoxide (15 ml) was added sodium cyanide (100 mg). The resulting solution was stirred at room temperature for 72 hrs. After diluting with ethyl acetate (100 ml) and washed with water (100 ml), brine (100 ml), dried over MgSO4 and concentrated in vacuo to give the title compound as a pale yellow solid (380 mg).

Workup

  1. washwashed with water (100 ml), brine (100 ml)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-41edc7bb830545cca7bccf02f028a4fd
Source dataset
uspto-grants-2008_02
Patent number
US07326715B2

Reaction notes

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