Triacetoxyperiodinane → HCID 86673489, compound

HRID 628993Notes

Reaction equation

HRID 628993 reaction equation
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[Cl:23][C:24]1[N:29]=[C:28]([CH2:30][OH:31])[C:27]([O:32][CH2:33][CH3:34])=[C:26]([N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[N:25]=1>C(Cl)Cl>[Cl:23][C:24]1[N:29]=[C:28]([CH:30]=[O:31])[C:27]([O:32][CH2:33][CH3:34])=[C:26]([N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[N:25]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 86673490HCID 86673490, compound

Product 1

HCID 86673489HCID 86673489, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of Dess-Martin periodinane in CH2Cl2 (15%, 11.2 ml, 1.1 eq) was added to a stirred solution of (2-chloro-5-ethoxy-6-morpholin-4-yl-pyrimidin-4-yl)-methanol (1.13 g, 1 eq.) in CH2Cl2 (20 ml) and the mixture was reacted at r.t. for 2 h. The mixture was quenched with NaHCO3(sat), extracted with EA, and washed with brine. The crude was purified by chromatography to give a product (1.08 g, 80.8%).

Workup

  1. customthe mixture was reacted at r.t. for 2 h
  2. customThe mixture was quenched with NaHCO3(sat)
  3. extractionextracted with EA
  4. washwashed with brine
  5. customThe crude was purified by chromatography

Sources & evidence

ORD record
ord-10af43ea98eb49218e369bc64ff20d89
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

Loading…