Methanol--water (1/1) → HCID 69047126, compound

HRID 733184Notes

Reaction equation

HRID 733184 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][C:12]1[N:17]=[C:16](SC)[N:15]=[C:14]([O:20][C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O[O:28][S:29]([O-:31])=O.[K+].[CH3:33]O.O>>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][C:12]1[N:17]=[C:16]([S:29]([CH3:33])(=[O:31])=[O:28])[N:15]=[C:14]([O:20][C:21](=[O:26])[C:22]([F:23])([F:25])[F:24])[CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 22242641Methanol--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 69047777HCID 69047777, compound

Product 1

HCID 69047126HCID 69047126, compound

Procedure

A suspension of trifluoro-acetic acid 6-(3-benzyloxy-propyl)-2-methylsulfanyl-pyrimidin-4-yl ester (494 mg) and Oxone (419 mg) in methanol/water (8/2 mL) was stirred at room temperature overnight. Methanol was evaporated under reduced pressure, and the resultant suspension was extracted with ethyl acetate (2×20 mL). The organic fraction was dried over sodium sulphate and evaporated under reduced pressure to afford trifluoro-acetic acid 6-(3-benzyloxy-propyl)-2-methanesulfonyl-pyrimidin-4-yl ester (135 mg).

Workup

  1. customMethanol was evaporated under reduced pressure
  2. extractionthe resultant suspension was extracted with ethyl acetate (2×20 mL)
  3. dry with materialThe organic fraction was dried over sodium sulphate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-7563169b4a524b4a8488304967379d25
Source dataset
uspto-grants-2009_09
Patent number
US07589095B2

Reaction notes

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