Triacetoxyperiodinane → HCID 118025409, compound

HRID 60181Notes

Reaction equation

HRID 60181 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]3[NH:18][CH:19]=[CH:20][C:13]=23)[C:9]([CH2:21][OH:22])=[N:8]1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][N:15]=[C:14]3[NH:18][CH:19]=[CH:20][C:13]=23)[C:9]([CH:21]=[O:22])=[N:8]1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 118025563[1-(oxan-2-yl)-4-{1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-3-yl]methanol

Product 1

HCID 118025409HCID 118025409, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of [1-(oxan-2-yl)-4-{1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-3-yl]methanol (5.5 g, 18.46 mmol) in dichloromethane (40 mL) was added the Dess-Martin reagent (11.7 g, 27.68 mmol). The reaction mixture was stirred at room temperature for three hours. When TLC showed completion of reaction, it was quenched with aqueous NaHCO3 (saturated, 100 mL) and extracted with ethyl acetate.

Workup

  1. customcompletion of reaction, it
  2. customwas quenched with aqueous NaHCO3 (saturated, 100 mL)
  3. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-8506d982055c48409639d2b27d8e5c08
Source dataset
uspto-grants-2016_09
Patent number
US09440977B2

Reaction notes

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