Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl ester → HCID 19377387, compound

HRID 2210750Notes

Reaction equation

HRID 2210750 reaction equation
[C:1]([O:4][CH:5]([C:8]1[C:13]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:6][F:7])(=[O:3])[CH3:2].C1([O:24][C:25](=O)[NH:26][C:27]2[N:32]=[C:31]([O:33][CH3:34])[CH:30]=[C:29]([O:35][CH3:36])[N:28]=2)C=CC=CC=1>C(#N)C>[C:1]([O:4][CH:5]([C:8]1[C:13]([S:14]([NH:17][C:25]([NH:26][C:27]2[N:28]=[C:29]([O:35][CH3:36])[CH:30]=[C:31]([O:33][CH3:34])[N:32]=2)=[O:24])(=[O:15])=[O:16])=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:6][F:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 19377392HCID 19377392, compound

Product 1

HCID 19377387HCID 19377387, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-(1-acetoxy-2-fluoroethyl)-3-pyridinesulfonamide (2.10 g) and phenyl(4,6-dimethoxypyrimidin-2-yl)carbamate (1.49 g) in 50 ml acetonitrile is added dropwise 0.7 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene(DBU) at 15° C. After stirring for 2 hours the resultant solution is extracted with methylene chloride and 5% hydrochloric acid. The organic phase is dried over magnesium sulfate, filtered and evaporated to yield the subject compound.

Workup

  1. extractionis extracted with methylene chloride and 5% hydrochloric acid
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customto yield the subject compound

Sources & evidence

ORD record
ord-6c7ec92bee06451e929f9c900b042463
Source dataset
uspto-grants-1995_10
Patent number
US05461026

Reaction notes

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