Methyl iodide → HCID 178503548, compound

HRID 733183Notes

Reaction equation

HRID 733183 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][C:12]1[N:17]=[C:16]([SH:18])[N:15]=[C:14]([OH:19])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].[CH3:22]I>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][C:12]1[N:17]=[C:16]([S:18][CH3:22])[N:15]=[C:14]([OH:19])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 178516034HCID 178516034, compound

Product 1

HCID 178503548HCID 178503548, compound

Procedure

A mixture of 6-(3-benzyloxy-propyl)-2-mercapto-pyrimidin-4-ol (7.94 g), potassium hydroxide (32 mL of 1N solution in methanol) and methyl iodide (1.97 mL) was stirred at room temperature overnight. The precipitate was filtered, washed successively with methanol (2×20 mL), isopropanol (2×20 mL) and water (2×20 mL), then dried to afford 6-(3-benzyloxy-propyl)-2-methylsulfanyl-pyrimidin-4-ol as a white powder (7.0 g). MS m/z 291.0 (M+1), 100%.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed successively with methanol (2×20 mL), isopropanol (2×20 mL) and water (2×20 mL)
  3. customdried

Sources & evidence

ORD record
ord-3bea2f0adca94fc8b613d0da6aa42aa7
Source dataset
uspto-grants-2009_09
Patent number
US07589095B2

Reaction notes

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