Water → HCID 178507955, compound

HRID 968224Notes

Reaction equation

HRID 968224 reaction equation
O.[NH2:2][C:3]1[CH:8]=[C:7]([OH:9])[N:6]=[C:5]([SH:10])[N:4]=1.[OH-].[K+].O.[F:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17]Br>CN(C=O)C>[NH2:2][C:3]1[N:4]=[C:5]([S:10][CH2:17][C:16]2[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=2[F:14])[N:6]=[C:7]([OH:9])[CH:8]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14797Potassium HydroxideHCID 67968alpha-Bromo-o-fluorotolueneHCID 178507962HCID 178507962, compound

Product 1

HCID 178507955HCID 178507955, compoundYield 89.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred suspension of 4-Amino-6-hydroxy-2-mercaptopyrimidine monohydrate (25 g) in DMF (300 ml) was added potassium hydroxide (10.2 g) and water (50 ml). After a clear solution was obtained, 2-fluorobenzyl bromide (29.3 g) was added and the reaction stirred at room temperature for 30 min. The mixture was poured into water (21) and the resulting precipitate isolated by filtration, washing with isopropanol and diethyl ether, affording the subtitled compound as a white solid (34.7 g).

Workup

  1. customAfter a clear solution was obtained
  2. customthe resulting precipitate isolated by filtration
  3. washwashing with isopropanol and diethyl ether

Sources & evidence

ORD record
ord-2c6401842687479a81903456771e74f4
Source dataset
uspto-grants-2005_10
Patent number
US06958344B2

Reaction notes

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